D,L-phenacetylserine methyl ester

Base Information

• Chemical Name: D,L-phenacetylserine methyl ester
• CAS No.: 65415-04-5
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.255
• Mol file: 65415-04-5.mol

Synonyms:D,L-phenacetylserine methyl ester

Chemical Property of D,L-phenacetylserine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D,L-phenacetylserine methyl ester

There total 4 articles about D,L-phenacetylserine methyl 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: 96.0%

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) + phenylacetylene (536-74-3) → methyl (2-phenylacetyl)-L-serinate (65415-04-5,65414-91-7)

Guidance literature:

With potassium hexafluorophosphate; 4-methylpyridine-1-oxide; chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); potassium carbonate; In water; 1,2-dichloro-ethane; at 37 ℃; for 24h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b01993

Reference yield: 75.0%

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) + phenylacetyl chloride (103-80-0) → methyl (2-phenylacetyl)-L-serinate (65415-04-5,65414-91-7)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 3h; pH=8 - 9;

DOI:10.1016/j.bmc.2007.05.013

Reference yield:

methanol (67-56-1) + phenylacetic acid (103-82-2) + N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine (73724-45-5) → methyl (2-phenylacetyl)-L-serinate (65415-04-5,65414-91-7)

Guidance literature:

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h;

With piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 0.5h;

methanol; phenylacetic acid; Further stages;

DOI:10.1021/acs.jmedchem.8b01259

upstream raw materials:

methyl 2-amino-3-hydroxypropanoate hydrochloride

phenylacetyl chloride

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

methanol

Downstream raw materials:

N-(Phenylacetyl)dehydroalanine methyl ester

N-[2-(2-oxo-ethyl)-[1,3]dioxan-5-yl]-2-phenyl-acetamide

N-[2-(2,2-dimethoxy-ethyl)-[1,3]dioxan-5-yl]-2-phenyl-acetamide