(S)-benzyl 2-hydroxy-1-phenylethylcarbamate

Base Information

• Chemical Name: (S)-benzyl 2-hydroxy-1-phenylethylcarbamate
• CAS No.: 130406-31-4
• Molecular Formula: C16H17NO3
• Molecular Weight: 271.316
• Hs Code.: 2924297099
• Mol file: 130406-31-4.mol

Synonyms:Cbz-(S)-2-phenylglycinol

Chemical Property of (S)-benzyl 2-hydroxy-1-phenylethylcarbamate

Chemical Property:

• PSA: 58.56000
• LogP: 3.03730

Purity/Quality:

97% ^*data from raw suppliers

Cbz-(S)-2-phenylglycinol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-benzyl 2-hydroxy-1-phenylethylcarbamate

There total 18 articles about (S)-benzyl 2-hydroxy-1-phenylethylcarbamate 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: 92.0%

[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-carbamic acid benzyl ester → benzyl (S)-(2-hydroxy-1-phenylethyl)carbamate (130406-31-4)

Guidance literature:

With potassium hydrogensulfate; In methanol; at 20 ℃; for 1.5h;

DOI:10.1246/cl.2004.1146

Reference yield: 90.0%

(2S)-2-phenylglycinol (20989-17-7) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl (S)-(2-hydroxy-1-phenylethyl)carbamate (130406-31-4)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; at 20 ℃;

DOI:10.1021/jo962343e

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + O-benzyl carbamate (621-84-1) → phenylethane 1,2-diol (93-56-1) + (R)-benzyl N-(2-hydroxy-2-phenylethyl)carbamate (144372-50-9) + benzyl (S)-(2-hydroxy-1-phenylethyl)carbamate (130406-31-4) + (S)-(+)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid benzyl ester (500763-83-7)

Guidance literature:

With sodium hydroxide; potassium dioxotetrahydroxoosmate(VI); tert-butylhypochlorite; phosphate buffer; (DHQ)2AQN; In acetonitrile; at 18 - 20 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1021/ol027242j

upstream raw materials:

(2S)-2-phenylglycinol

benzyl chloroformate

styrene

sodium [(benzyloxy)carbonyl]chloroamide

Downstream raw materials:

(S)-N-(benzyloxycarbonyl)-α-phenylglycinol mesyl ether

(S)-N-(benzyloxycarbonyl)phenylglycine

(1S)-1-phenylethylene-1,2-diamine

(S)-2-<(benzyloxycarbonyl)amino>-2-phenyl ethyl azide

Refernces

• 1、 Meng, Fanhua,Chen, Ning,Xu, Jiaxi. "An efficient and facile synthesis of N-Cbz-β-aminoalkanesulfonamides". . p. 2548 - 2553. Retrieved 2013/06/27.
• 2、 Sureshbabu,Vishwanatha,Vasantha. "A simple synthesis of N β-Fmoc/Z-amino alkyl thiols and their use in the synthesis of N β-Fmoc/Z-amino alkyl sulfonic acids". body text. p. 1037 - 1042. Retrieved 2010/07/06.