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ChemicalBook >> CAS DataBase List >>BOC-3,4-DEHYDRO-PRO-OH

BOC-3,4-DEHYDRO-PRO-OH

CAS No.
51154-06-4
Chemical Name:
BOC-3,4-DEHYDRO-PRO-OH
Synonyms
(S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid;BOC-3,4-DEHYDRO-L-PROLINE;BOC-S-2PYN-OH;Boc-Δ(3)Pro-OH;BOC-DELTA-PRO-OH;4-DEHYDRO-PRO-OH;BOC-3,4-DEHYDRO-PRO-OH;BOC-PRO(3,4-DEHYDRO)-OH;BOC-3,4-DEHYDRO-PROLINE;Boc-3,4-dehydro-L-Pro-OH
CBNumber:
CB8740203
Molecular Formula:
C10H15NO4
Molecular Weight:
213.23
MDL Number:
MFCD00037896
MOL File:
51154-06-4.mol
MSDS File:
SDS
Last updated:2026-05-28 05:24:47
Product description Number Pack Size Price
Boc-3,4-Dehydro-L-proline B2511 100mg $154
Boc-3,4-dehydro-Pro-OH Novabiochem? 8.53069 1g $367
Boc-3,4-dehydro-L-proline Asreported 264633 250mg $360
Boc-3,4-dehydro-L-proline Asreported 264633 500mg $502
Boc-3,4-dehydro-L-proline Asreported 264633 1g $909
More product size

BOC-3,4-DEHYDRO-PRO-OH Properties

Melting point 92-95℃
Boiling point 336.4±42.0 °C(Predicted)
Density 1.236
storage temp. 2-8°C
form powder
pka 3.70±0.20(Predicted)
color white
Major Application peptide synthesis
InChI 1S/C10H15NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h4-5,7H,6H2,1-3H3,(H,12,13)/t7-/m0/s1
InChIKey BMIGSRMSSCUMAZ-ZETCQYMHSA-N
SMILES CC(C)(C)OC(=O)N1CC=C[C@H]1C(O)=O
UNSPSC Code 12352209
NACRES NA.26

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
Signal word  Warning
Hazard statements  H319-H400
Precautionary statements  P273-P305+P351+P338
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi,N
Risk Statements  36-50
Safety Statements  26-60-61
RIDADR  UN 3077 9 / PGIII
WGK Germany  3
HS Code  2933 99 80
HazardClass  IRRITANT
Storage Class 11 - Combustible Solids

BOC-3,4-DEHYDRO-PRO-OH price More Price(75)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B2511 Boc-3,4-Dehydro-L-proline 51154-06-4 100mg $154 2023-06-20 Buy
Sigma-Aldrich 8.53069 Boc-3,4-dehydro-Pro-OH Novabiochem? 51154-06-4 1g $367 2023-01-07 Buy
Usbiological 264633 Boc-3,4-dehydro-L-proline Asreported 51154-06-4 250mg $360 2026-06-03 Buy
Usbiological 264633 Boc-3,4-dehydro-L-proline Asreported 51154-06-4 500mg $502 2026-06-03 Buy
Usbiological 264633 Boc-3,4-dehydro-L-proline Asreported 51154-06-4 1g $909 2026-06-03 Buy
Product number Packaging Price Buy
B2511 100mg $154 Buy
8.53069 1g $367 Buy
264633 250mg $360 Buy
264633 500mg $502 Buy
264633 1g $909 Buy

BOC-3,4-DEHYDRO-PRO-OH Chemical Properties,Uses,Production

Chemical Properties

White to off-white crystalline powder

Uses

Boc-3,4-Dehydro-L-Proline is an N-terminal protected 3,4-Dehydro-L-proline. It is used in solid-phase peptide synthesis (SPPS) to make peptides. 3,4-Dehydro-L-proline is a alternate substrate of the amino acid oxidase, NikD.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Biochem/physiol Actions

Boc-3,4-Dehydro-L-Proline is an N-terminal protected amino acid used in solid-phase peptide synthesis (SPPS) to make peptides containing 3,4-Dehydro-L-proline.

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

3,4-Dehydro-L-proline

4043-88-3

BOC-3,4-DEHYDRO-PRO-OH

51154-06-4

3,4-Dehydro-L-proline (1.0 g, 8.8 mmol) was used as starting material and dissolved in a mixed solution of water (9.0 mL) and sodium bicarbonate (2.23 g, 26.5 mmol). Dioxane (9.0 mL) and di-tert-butyl dicarbonate (3.86 g, 17.7 mmol) were then added. The reaction mixture was stirred at room temperature overnight, after which the solvent was removed by concentration under reduced pressure. The concentrated residue was partitioned between ether (20 mL) and water (25 mL) to separate the organic and aqueous layers. The aqueous layer was diluted with ethyl acetate (20 mL) and acidified by slow addition of concentrated hydrochloric acid while stirring vigorously to precipitate and extract the product (S)-1-(tert-butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid into the organic layer. When the pH was reduced to about 2, the extraction was again carried out with ethyl acetate. The aqueous layer was treated with saturated sodium chloride solution and extracted a final time with ethyl acetate. All organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the target product (S)-1-(tert-butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (2.0 g, 100% yield) as a colorless viscous oil.

References

[1] Patent: WO2008/24725, 2008, A1. Location in patent: Page/Page column 132

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View Lastest Price from BOC-3,4-DEHYDRO-PRO-OH manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid pictures 2022-02-25 (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid
51154-06-4
 $8.20 1KG 98% 10KG Hong Kong Tiansheng New Material Trading Co., Ltd
(S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid pictures 2022-02-25 (S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
51154-06-4
 $8.20 1KG 99% Hong Kong Tiansheng New Material Trading Co., Ltd
(S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid pictures 2022-02-25 (S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
51154-06-4
 $8.20 1KG 98% 100KG Hong Kong Tiansheng New Material Trading Co., Ltd

BOC-3,4-DEHYDRO-PRO-OH Spectrum

1-(tert-Butyloxycarbonyl)-3,4-didehydro-L-proline N-t-Boc-2,5,-dihydro-L-proline Boc-Δ(3)Pro-OH 1H-Pyrrole-1,2-dicarboxylic acid, 2,5-dihydro-, 1-(1,1-dimethylethyl) ester, (2S)- N-Boc-3,4-Dehydro-Pro-OH (2S)-1-(tert-butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid diethylammonium salt (S)-Boc-2,5-dihydropyrrole-2-carboxylic acid Boc-3,4-dehydro-L-proline≥ 98% (HPLC) Boc-3,4-dehydro-L-Pro-OH Boc-3,4-dehydro-Pro-OH Novabiochem BOC-PRO(3,4-DEHYDRO)-OH BOC-S-2PYN-OH BOC-3,4-DEHYDRO-PROLINE BOC-3,4-DEHYDRO-PRO-OH BOC-DELTA-PRO-OH (S)-1-TERT-BUTOXYCARBONYL-2,5-DIHYDROPYRROLE-2-CARBOXYLIC ACID (S)-N-T-BUTYLOXYCARBONYL-3-PYRROLINE-2-CARBOXYLIC ACID N-ALPHA-TERT-BUTYLOXYCARBONYL-3,4-DEHYDRO-L-PROLINE N-ALPHA-T-BUTOXYCARBONYL-3,4-DEHYDRO-L-PROLINE N-ALPHA-T-BOC-3,4-DEHYDRO-L-PROLINE N-BOC-L-3,4-DEHYDROPROLINE N-T-BOC-3,4-DEHYDRO-L-PROLINE N-Boc-3,4-dehydro-L-proline N-ALPHA-T-BUTYLOXYCARBONYL-3,4-DEHYDRO-L-PROLINE NALPHA-tert-Butoxycarbonyl-3,4-dehydro-L-proline N-(tert-butoxycarbonyl)-3,4-dehydro-L-proline (2S)-1-(tert-Butyloxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (2S)-2,5-Dihydro-1H-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester (2S)-2,5-Dihydro-1H-pyrrole-1,2α-dicarboxylic acid 1-tert-butyl ester (2S)-3-Pyrroline-1,2α-dicarboxylic acid 1-tert-butyl ester 1-(tert-Butoxycarbonyl)-3,4-didehydro-L-proline (S)-1-Boc-2,5-dihydropyrrole-2-carboxylic Acid N-ALPHA-BOC-3,4-DEHYDRO-L-PROLINE (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid (2S)-1-[(tert-butoxy)carbonyl]-2,5-dihydro-1H-pyrrole-2-carboxylic acid 2,5-Dihydro-1-[(1,1-dimethylethoxy)carbonyl]-1H-pyrrole-2-(S)-carboxylic acid (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylicaci BOC-3,4-DEHYDRO-PRO-OH USP/EP/BP 4-DEHYDRO-PRO-OH （2S）-N-Boc-3,4-dehydro-L-proline BOC-3,4-DEHYDRO-L-PROLINE (S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrr Boc-3,4-Dehydro-L-proline Protected-3,4-dihydroproline 51154-06-4 451154-06-4 Biochemicals and Reagents Amino Acids and Peptides BioChemical A - H Modified Amino Acids A - H Amino Acids Modified Amino Acids Amino Acids
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