L-Serine, N-acetyl-, phenylmethyl ester

Base Information

• Chemical Name: L-Serine, N-acetyl-, phenylmethyl ester
• CAS No.: 80174-61-4
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• Mol file: 80174-61-4.mol

Synonyms:

Chemical Property of L-Serine, N-acetyl-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Serine, N-acetyl-, phenylmethyl ester

There total 3 articles about L-Serine, N-acetyl-, phenylmethyl ester 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: 90.0%

L-serine benzyl ester hydrochloride (60022-62-0,879278-55-4,151651-44-4) + acetyl chloride (75-36-5) → (S)-benzyl 2-acetamido-3-hydroxypropanoate (80174-61-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00347

Reference yield: 68.0%

vinyl acetate (108-05-4,9003-20-7) + L-serine benzyl ester (1738-72-3) → (S)-benzyl 2-acetamido-3-hydroxypropanoate (80174-61-4)

Guidance literature:

In tert-butyl alcohol; at 25 ℃; for 1.5h;

DOI:10.1016/S0040-4039(00)73245-X

Reference yield: 31.0%

L-serin (56-45-1,83245-15-2) + acetic anhydride (108-24-7) + benzyl bromide (100-39-0) → (S)-benzyl 2-acetamido-3-hydroxypropanoate (80174-61-4) + (S)-benzyl 2-acetamido-3-acetoxypropanoate

Guidance literature:

L-serin; acetic anhydride; With acetic acid; for 18h;

benzyl bromide; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 18h;

DOI:10.1007/s00726-011-1145-2

upstream raw materials:

vinyl acetate

L-serine benzyl ester

L-serin

acetic anhydride

Downstream raw materials:

(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-benzyloxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionic acid benzyl ester

Refernces

• 1、 Mukai, Shin,Flematti, Gavin R.,Byrne, Lindsay T.,Besant, Paul G.,Attwood, Paul V.,Piggott, Matthew J.. "Stable triazolylphosphonate analogues of phosphohistidine". experimental part. p. 857 - 874. Retrieved 2012/10/07.