N-CARBOBENZOXY-L-SERINE BETA-LACTONE

Base Information

• Chemical Name: N-CARBOBENZOXY-L-SERINE BETA-LACTONE
• CAS No.: 26054-60-4
• Molecular Formula: C11H11NO4
• Molecular Weight: 221.213
• Hs Code.: 2932209090
• Mol file: 26054-60-4.mol

Synonyms:Carbamicacid, (2-oxo-3-oxetanyl)-, phenylmethyl ester, (S)-;Carbamic acid,[(3S)-2-oxo-3-oxetanyl]-, phenylmethyl ester (9CI);Serine, N-carboxy-, b-lactone, benzyl ester, L- (8CI);(S)-N-(Benzyloxycarbonyl)-3-amino-2-oxetanone;(S)-N-(Benzyloxycarbonyl)serine b-lactone;N-(Benzyloxycarbonyl)-L-serine b-lactone;N-(Benzyloxycarbonyl)serine-b-lactone;N-Benzyloxycarbonylserine lactone;

Chemical Property of N-CARBOBENZOXY-L-SERINE BETA-LACTONE

Chemical Property:

• Appearance/Colour: white foam
• Vapor Pressure: 1.9E-07mmHg at 25°C
• Melting Point: 129-130°C
• Refractive Index: -25.5 ° (C=1, CH3CN)
• Boiling Point: 425.5 °C at 760 mmHg
• PKA: 10.32±0.20(Predicted)
• Flash Point: 211.1 °C
• PSA: 64.63000
• Density: 1.31 g/cm³
• LogP: 1.22910
• Storage Temp.: Refrigerator

Purity/Quality:

≥98%,≥99%, ^*data from raw suppliers

N-Carbobenzyloxy-L-serineβ-Lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Carbobenzyloxy-L-serine β-Lactone (cas# 26054-60-4) is a compound useful in organic synthesis.

Technology Process of N-CARBOBENZOXY-L-SERINE BETA-LACTONE

There total 3 articles about N-CARBOBENZOXY-L-SERINE BETA-LACTONE 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: 80.0%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) → ((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester (26054-60-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0960-894X(96)00483-0

Reference yield: 45.0%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + diethylazodicarboxylate (1972-28-7,218603-74-8) → 2-amino-3-phenylaminoethyl-propionic acid + ((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester (26054-60-4)

Guidance literature:

With triphenylphosphine; In acetonitrile;

Reference yield:

Z-Ser-OMpt (81187-75-9) → ((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester (26054-60-4)

Guidance literature:

With triethylamine;

DOI:10.1246/cl.1982.45

upstream raw materials:

N-(benzyloxycarbonyl)-L-serine

Z-Ser-OMpt

diethylazodicarboxylate

Downstream raw materials:

(R)-2-Benzyloxycarbonylamino-3-(methoxy-phenyl-phosphinoyl)-propionic acid methyl ester

2-benzyloxycarbonylamino-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionic acid

2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid

(S)-2-(N-benzyloxycarbonyl)amino-7-octenoic acid

Refernces

• 1、 -. "N-HYDROXYAMIDE DERIVATIVES POSSESSING ANTIBACTERIAL ACTIVITY". Page/Page column 49-50. . Retrieved 2010/02/17.
• 2、 -. "Substituted indoles". . . Retrieved 2008/06/13.