Benzyl [4-(2,5-dioxo-1,3-oxazolidin-4-yl)butyl]carbamate

Base Information

• Chemical Name: Benzyl [4-(2,5-dioxo-1,3-oxazolidin-4-yl)butyl]carbamate
• CAS No.: 10289-12-0
• Molecular Formula: C₁₅H₁₈N₂O₅
• Molecular Weight: 306.318
• DSSTox Substance ID: DTXSID50579716
• Nikkaji Number: J1.359.517H
• Mol file: 10289-12-0.mol

Synonyms:10289-12-0;N6-Carbobenzoxy-DL-lysine N-Carboxyanhydride;L-N6-Benzoyloxycarbonyl lysine N-carboxyanhydride;benzyl [4-(2,5-dioxo-1,3-oxazolidin-4-yl)butyl]carbamate;Lys-NCA;MFCD16036317;(S)-4-[4-(Cbz-amino)butyl]oxazolidine-2,5-dione;SCHEMBL1104447;DTXSID50579716;HLLIDIRDRPSCHN-UHFFFAOYSA-N;BENZYL N-[4-(2,5-DIOXO-1,3-OXAZOLIDIN-4-YL)BUTYL]CARBAMATE;AKOS030255388;SY225260;N6-Carbobenzoxy-DL-lysineN-Carboxyanhydride

Chemical Property of Benzyl [4-(2,5-dioxo-1,3-oxazolidin-4-yl)butyl]carbamate

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 306.12157168
• Heavy Atom Count: 22
• Complexity: 407

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCCCC2C(=O)OC(=O)N2

Technology Process of Benzyl [4-(2,5-dioxo-1,3-oxazolidin-4-yl)butyl]carbamate

There total 20 articles about Benzyl [4-(2,5-dioxo-1,3-oxazolidin-4-yl)butyl]carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

bis(trichloromethyl) carbonate (32315-10-9) + N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → N-benzyloxycarbonyl-L-lysine N-carboxyanhydride (1676-86-4,10289-12-0,47234-64-0,68199-92-8)

Guidance literature:

In tetrahydrofuran; for 12h;

Reference yield: 99.0%

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine (405-39-0) → N-benzyloxycarbonyl-L-lysine N-carboxyanhydride (1676-86-4,10289-12-0,47234-64-0,68199-92-8)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 10 ℃; for 3h;

Reference yield: 95.7%

1,1,1,3,3,3-hexachloro-propan-2-one (116-16-5) + N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → N-benzyloxycarbonyl-L-lysine N-carboxyanhydride (1676-86-4,10289-12-0,47234-64-0,68199-92-8)

Guidance literature:

In tetrahydrofuran; at 50 ℃; Inert atmosphere;

DOI:10.1039/c0jm03385e

upstream raw materials:

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine

N₆-[(benzyloxy)carbonyl]-L-lysine

phosgene

trichloromethyl chloroformate

Downstream raw materials:

N⁶-benzyloxycarbonyl-L-lysine hydrazide

N^ε-benzyloxycarbonyl-L-lysine ethyl ester hydrochloride

Nps-Lys(Z)-NCA

(2S,3aS,7aS)-1-(N⁶-benzyloxycarbonyl-L-lysyl-γ-D-glutamyl)octahydro-1H-indole-2-carboxylic acid