N-(Benzyloxycarbonyloxy)succinimide
- CAS No.
- 13139-17-8
- Chemical Name:
- N-(Benzyloxycarbonyloxy)succinimide
- Synonyms
- Cbz-Cl;CBZ-OSU;Z-OSU;BENZYL N-SUCCINIMIDYL CARBONATE;benzyl 2,5-dioxopyrrolidin-1-yl carbonate;CBZ-ONSU;benzyl succinimido carbonate;BENZYLOXYCARBONYLOXYSUCCINIMIDE;Z-ONSU;oxycarbonyL
- CBNumber:
- CB9474578
- Molecular Formula:
- C12H11NO5
- Molecular Weight:
- 249.22
- MDL Number:
- MFCD00005513
- MOL File:
- 13139-17-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| N-(Benzyloxycarbonyloxy)succinimide 98% | 227781 | 25g | $115 |
| N-(Benzyloxycarbonyloxy)succinimide 98% | 227781 | 100g | $191 |
| N-Carbobenzoxyoxysuccinimide >98.0%(N) | C1124 | 25g | $45 |
| N-Carbobenzoxyoxysuccinimide >98.0%(N) | C1124 | 250g | $219 |
| Z-Onsu | 285943 | 25g | $333 |
| More product size | |||
| Melting point | 80-82 °C(lit.) |
|---|---|
| Boiling point | 392.32°C (rough estimate) |
| Density | 1.3189 (rough estimate) |
| refractive index | 1.5560 (estimate) |
| Flash point | 81°C |
| storage temp. | Keep in dark place,Inert atmosphere,2-8°C |
| solubility | acetone: 0.1 g/mL, clear |
| form | Fine Crystalline Powder |
| color | White to off-white |
| Decomposition | 81 ºC |
| Sensitive | Moisture Sensitive |
| BRN | 1387927 |
| Stability | Stable. Moisture sensitive. |
| Major Application | peptide synthesis |
| InChI | InChI=1S/C12H11NO5/c14-10-6-7-11(15)13(10)18-12(16)17-8-9-4-2-1-3-5-9/h1-5H,6-8H2 |
| InChIKey | MJSHDCCLFGOEIK-UHFFFAOYSA-N |
| SMILES | C(OCC1=CC=CC=C1)(=O)ON1C(=O)CCC1=O |
| CAS DataBase Reference | 13139-17-8(CAS DataBase Reference) |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362 | |||||||||
| PPE | Eyeshields, Gloves, type N95 (US) | |||||||||
| Hazard Codes | Xi,Xn | |||||||||
| Risk Statements | 43-24/25-36/37/38-20/21/22 | |||||||||
| Safety Statements | 22-24/25-36-26 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 8-10 | |||||||||
| HS Code | 29252900 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
N-(Benzyloxycarbonyloxy)succinimide price More Price(109)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 227781 | N-(Benzyloxycarbonyloxy)succinimide 98% | 13139-17-8 | 25g | $115 | 2026-04-30 | Buy |
| Sigma-Aldrich | 227781 | N-(Benzyloxycarbonyloxy)succinimide 98% | 13139-17-8 | 100g | $191 | 2026-04-30 | Buy |
| TCI Chemical | C1124 | N-Carbobenzoxyoxysuccinimide >98.0%(N) | 13139-17-8 | 25g | $45 | 2026-04-30 | Buy |
| TCI Chemical | C1124 | N-Carbobenzoxyoxysuccinimide >98.0%(N) | 13139-17-8 | 250g | $219 | 2026-04-30 | Buy |
| Usbiological | 285943 | Z-Onsu | 13139-17-8 | 25g | $333 | 2026-06-03 | Buy |
N-(Benzyloxycarbonyloxy)succinimide Chemical Properties,Uses,Production
Chemical Properties
white crystal powde
Application
N-(Benzyloxycarbonyloxy)succinimide (Cbz-OSu) is a common reagent for the carboxybenzyl protection of amines. This reaction is one of the key synthetic steps in the synthesis of:
- Enantiomers of cyclic methionine analogs viz, (R)-and (S)-3-aminotetrahydrothiophene- 3-carboxylic acid.
- 1′-H-Spiro-(indoline-3,4′-piperidine) and its derivatives.
- Total synthesis of (-)-diazonamide A. and (-)-sanglifehrin A.
Cbz-OSu is widely employed to protect amino acid residues in peptide synthesis. It can also be used in N-trans diprotection of cyclen regioselectively.
Uses
N-(N-Benzyloxycarbonyloxy)succinimide is a reagent used in the preparation of peptide thioacids view peptide precursors. Also used in the preparation of amino glycoside derivatives for the function of topoisomerase for both human and bacterial inhibition.
Uses
Reagents for the selective introduction of the Z-protecting group into amino compounds
Synthesis
A method for synthesizing N- (benzyloxycarbonyl) succinimide comprises the following steps of adding purified water and hydroxylamine sulfate into a reaction container, dropwise adding liquid alkali under stirring, after dropwise adding, adding succinic anhydride in batches, dehydrating at high temperature and in vacuum under acid catalysis until no water is extracted, preparing N-hydroxysuccinimide solution, adding alkali into the N-hydroxysuccinimide solution, adjusting the pH of the reaction solution, controlling the temperature to be 0 ~ 60 ℃, dropwise adding benzyl chloroformate, separating out an organic layer after dropwise adding, concentrating to be dry, and recrystallizing to obtain an N- (benzyloxycarbonyl) succinimide finished product.[1]
References
[1] Method for synthesizing N- (benzyloxycarbonyl) succinimide by one-pot two-phase method. Patent No. CN110698381A
N-(Benzyloxycarbonyloxy)succinimide Preparation Products And Raw materials
Raw materials
Preparation Products
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| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Suzhou Highfine Biotech Co.,Ltd. | +86-0512-68071238 +86-13771819922 | june@highfine.com | China | 489 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +8615350571055 | Sibel@chuanghaibio.com | China | 8738 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8618531123677 | faithe@yan-xi.com | China | 5853 | 58 |
| Hebei Chuanghai Biotechnology Co,.LTD | +86-86-13131129325 +8613131129325 | sales1@chuanghaibio.com | China | 5228 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +8615531151365 | mina@chuanghaibio.com | China | 18126 | 58 |
| 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 | 21586 | 55 |
| Shanghai Time Chemicals CO., Ltd. | +86-021-57951555 +8617317452075 | jack.li@time-chemicals.com | China | 1803 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3619 | 58 |
Related articles
- Synthesis Method and Condensation Reaction of N-(Benzyloxycarbonyloxy)succinimide
- N-(Benzyloxycarbonyloxy)succinimide serves as a peptide precursor reagent for the preparation of peptide thioacids.
- Jun 10，2026
View Lastest Price from N-(Benzyloxycarbonyloxy)succinimide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-12 | N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
|
1KG | 98.0% | 1000kg/month | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-05-28 | N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
|
$29.60 | 1KG | 98% | 5000kg | Hebei Chuanghai Biotechnology Co,.LTD | |
 |
2026-03-20 | N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
|
$10.00 | 1KG | 99% | 5tons | Hebei Chuanghai Biotechnology Co., Ltd |
-
- N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
- $0.00
- 98.0%
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
- $29.60
- 98%
- Hebei Chuanghai Biotechnology Co,.LTD
-
- N-(Benzyloxycarbonyloxy)succinimide
13139-17-8
- $10.00
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
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