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ChemicalBook >> CAS DataBase List >>N-Benzyloxycarbonyl-D-proline

N-Benzyloxycarbonyl-D-proline

CAS No.
6404-31-5
Chemical Name:
N-Benzyloxycarbonyl-D-proline
Synonyms
Z-D-PRO-OH;N-CARBOBENZOXY-D-PROLINE;(R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid;D-Z-PRO;Z-D-Pro;Cbz-D-Pro;Z-D-Pro-0H;PROLINA-Z-D;Z-D-PROLINE;CBZ-D-PRO-OH
CBNumber:
CB6295385
Molecular Formula:
C13H15NO4
Molecular Weight:
249.26
MDL Number:
MFCD00063228
MOL File:
6404-31-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:55:35
Product description Number Pack Size Price
(+)-Z-D-proline 98% 860735 500MG $63.9
N-Carbobenzoxy-D-proline >98.0%(HPLC)(T) C1730 5g $36
N-Carbobenzoxy-D-proline >98.0%(HPLC)(T) C1730 25g $103
N-(Benzyloxycarbonyl)-D-proline 457366 1g $403
N-(Benzyloxycarbonyl)-D-proline 457366 10g $531
More product size

N-Benzyloxycarbonyl-D-proline Properties

Melting point 76-78 °C(lit.)
alpha 40 º (c=2, EtOH)
Boiling point 432.3±45.0 °C(Predicted)
Density 1.309±0.06 g/cm3(Predicted)
refractive index 40 ° (C=2, EtOH)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form Crystalline Powder or Powder
pka 3.99±0.20(Predicted)
color White
optical activity [α]25/D +40.2°, c = 2 in ethanol
BRN 485188
InChI InChI=1S/C13H15NO4/c15-12(16)11-7-4-8-14(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,16)/t11-/m1/s1
InChIKey JXGVXCZADZNAMJ-LLVKDONJSA-N
SMILES N1(C(OCC2=CC=CC=C2)=O)CCC[C@@H]1C(O)=O
CAS DataBase Reference 6404-31-5(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H335-H319-H302-H315-H332
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P261-P271-P304+P340-P312-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501
Hazard Codes  Xi
Safety Statements  24/25
WGK Germany  3
HS Code  29339900
REACH Registrations Active
NFPA 704
1
1 0

N-Benzyloxycarbonyl-D-proline price More Price(89)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 860735 (+)-Z-D-proline 98% 6404-31-5 500MG $63.9 2023-01-07 Buy
TCI Chemical C1730 N-Carbobenzoxy-D-proline >98.0%(HPLC)(T) 6404-31-5 5g $36 2026-04-30 Buy
TCI Chemical C1730 N-Carbobenzoxy-D-proline >98.0%(HPLC)(T) 6404-31-5 25g $103 2026-04-30 Buy
Usbiological 457366 N-(Benzyloxycarbonyl)-D-proline 6404-31-5 1g $403 2026-06-03 Buy
Usbiological 457366 N-(Benzyloxycarbonyl)-D-proline 6404-31-5 10g $531 2026-06-03 Buy
Product number Packaging Price Buy
860735 500MG $63.9 Buy
C1730 5g $36 Buy
C1730 25g $103 Buy
457366 1g $403 Buy
457366 10g $531 Buy

N-Benzyloxycarbonyl-D-proline Chemical Properties,Uses,Production

Chemical Properties

White crystalline powder or powder

Uses

N-(Benzyloxycarbonyl)-D-proline is an an N-Cbz-protected form of D-proline (P755990). It is used to prepare trichostatin A and trapoxin B analogs as histone deacetylase inhibitors. It is also used to prepare potent and selective nonpeptide inhibitors of caspases 3 and 7.

Synthesis

Benzyl chloroformate

501-53-1

D-Proline

344-25-2

N-Benzyloxycarbonyl-D-proline

6404-31-5

Step-1: Preparation of (R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (12a). To a stirred solution of D-proline (1.2 g, 10.42 mmol) in 2 N NaOH aqueous solution (20.85 mL, 41.7 mmol), benzyl chloroformate (1.488 mL, 10.42 mmol) was slowly added dropwise at 0°C. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction mixture was washed with methyl tert-butyl ether (MTBE, 2 × 25 mL) and then acidified with concentrated hydrochloric acid to pH ≈ 2. The aqueous phase was extracted with ethyl acetate (2 × 200 mL), and the organic phases were combined and washed sequentially with water (50 mL) and saturated saline (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford (R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (12a) (2.41 g, 9.67 mmol) as a white solid in 93% yield. The product was characterized by 1H NMR (300 MHz, DMSO-d6) and mass spectrometry (MS): 1H NMR δ 12.66 (s, 1H), 7.42-7.25 (m, 5H), 5.14-4.97 (m, 2H), 4.20 (ddd, J = 22.7, 8.8, 3.5 Hz, 1H), 3.50-3.25 (m, 2H), 2.32-2.08 (m, 1H), 1.97-1.75 (m, 3H); MS (ES+) m/z 250.2 ([M+H]+), 272.2 ([M+Na]+), (ES-) m/z 248.2 ([M-H]-), 284.2 ([M+Cl]-), 497.4 ([2M-H]-).

References

[1] Patent: WO2015/62486, 2015, A1. Location in patent: Paragraph 00191
[2] Patent: WO2017/59178, 2017, A1. Location in patent: Page/Page column 73
[3] Journal of Pharmaceutical Sciences, 1991, vol. 80, # 9, p. 837 - 842
[4] Angewandte Chemie - International Edition, 2006, vol. 45, # 28, p. 4593 - 4597
[5] European Journal of Medicinal Chemistry, 2009, vol. 44, # 7, p. 2807 - 2814

N-Benzyloxycarbonyl-D-proline Preparation Products And Raw materials

Global( 426)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29640 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21587 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 33024 60
AB PharmaTech,LLC
323-480-4688 sales@acrospharmatech.com United States 989 55
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29815 58
Jinan Shengqi pharmaceutical Co,Ltd
86+18663751872 christine@shengqipharm.com CHINA 491 58
Xiamen AmoyChem Co., Ltd
+86-86-5926051114 +8615060885618 sales@amoychem.com China 6366 58
Shanghai Longyu Biotechnology Co., Ltd.
info@longyupharma.com China 2421 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
Shanghai Yingrui Biopharma Co.,Ltd
21-33585366 export01@shyrchem.com CHINA 1319 58

View Lastest Price from N-Benzyloxycarbonyl-D-proline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Benzyloxycarbonyl-D-proline pictures 2026-06-08 N-Benzyloxycarbonyl-D-proline
6404-31-5
1KG 98%min 500kgs WUHAN FORTUNA CHEMICAL CO., LTD
Z-D-Proline pictures 2021-07-13 Z-D-Proline
6404-31-5
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
Z-D-Proline pictures 2021-07-09 Z-D-Proline
6404-31-5
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
  • Z-D-Proline pictures
  • Z-D-Proline
    6404-31-5
  • $10.00-15.00
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • Z-D-Proline pictures
  • Z-D-Proline
    6404-31-5
  • $10.00-15.00
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
Cbz-D-Pro PROLINA-Z-D 1,2-PYRROLIDINEDICARBOXYLIC ACID, 1-(PHENYLMETHYL)ESTER, (2R)- 1,2-PYRROLIDINEDICARBOXYLIC ACID, 1-(PHENYLMETHYL) ESTER, (R)- 1-[(BENZYLOXY)CARBONYL]PYRROLIDINE-2-CARBOXYLIC ACID (R)-Z-pyrrolidine-2-carboxylic acid Z-D-proline≥ 98% (HPLC) BENZYLOXYCARBONYL-D-PROLINE D-Z-PRO (+)-CARBOBENZYLOXY-D-PROLINE (+)-Carbobenzyloxy-P-proline N-Benzyloxycarbonyl-D-proline ,99% Benzyloxycarbonyl-D-proline (Z-D-pro-OH) N-Cbz-D-proline Z-D-Pro-OH N-benzyloxycarbonyl-D-proline (KSM-I) CBZ-D-PROLINE CBZ-D-PRO-OH (R)-N-BENZYLOXYCARBONYLPROLINE N-ALPHA-CBZ-D-PROLINE N-ALPHA-BENZYLOXYCARBONYL-D-PROLINE N-ALPHA-CARBOBENZOXY-D-PYRROLIDINE-2-CARBOXYLIC ACID N-ALPHA-CARBOBENZOXY-D-PROLINE N-CBZ-D-PROLINE N-BENZYLOXYCARBONYLAMINO-D-PROLINE N-BENZYLOXYCARBONYL-D-PROLINE N-Z-D-PROLINE Z-D-PROLINE Z-D-PYRD(2)-OH 1-benzyl hydrogen (R)-pyrrolidine-1,2-dicarboxylate N-CBZ-D-PROLINE CRYSTALLINE N-Cbz-D-proline,98+% N-CBZ-D-PRO-OH N-CARBOBENZYLOXY-D-PROLINE N-Benzyloxycarbonyl-D-proline, 98+% Z-D-PROLINE extrapure (+)-Z-D-proline (2R)-1-(Benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (2R)-1,2-Pyrrolidinedicarboxylic acid 1-benzyl ester 1-(Benzyloxycarbonyl)-D-proline Z-D-Pro N-Carbobenzoxy-D-proline > N-Cbz-D-ProL N-Benzyloxycarbonyl-D-proline [CBZ-D-Proline] N-Benzyloxycarbonyl-D-proline USP/EP/BP N-Cbz-D-proline, 98% [Z-D-Pro-OH] D-Cbz-Proline N-Benzyloxycarbonyl-D-proline, 95% Z-D-Pro-0H (R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid N-CARBOBENZOXY-D-PROLINE Z-D-PRO-OH 6404-31-5 6404-31- 1144-21-2 Peptide Synthesis Specialty Synthesis Protected & Labeled Amino Acids Cbz-Amino Acids
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