N-(Phenylacetyl)-L-serine

Base Information

• Chemical Name: N-(Phenylacetyl)-L-serine
• CAS No.: 2752-53-6
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• DSSTox Substance ID: DTXSID10550460
• Nikkaji Number: J2.286.839J
• Mol file: 2752-53-6.mol

Synonyms:N-(Phenylacetyl)-L-serine;N-Phenylacetyl-L-serine;2752-53-6;SCHEMBL6137656;DTXSID10550460;FNHVSHKKUKMXJJ-VIFPVBQESA-N

Chemical Property of N-(Phenylacetyl)-L-serine

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)NC(CO)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)CC(=O)N[C@@H](CO)C(=O)O

Technology Process of N-(Phenylacetyl)-L-serine

There total 3 articles about N-(Phenylacetyl)-L-serine 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: 69.0%

L-serin (56-45-1,83245-15-2) + phenylacetyl chloride (103-80-0) → (S)-3-hydroxy-2-phenylacetylamino-propionic acid (2752-53-6)

Guidance literature:

With sodium carbonate; In water;

DOI:10.1021/ja00543a021

Reference yield: 56.0%

→ (S)-3-hydroxy-2-phenylacetylamino-propionic acid (2752-53-6)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 20 ℃; for 3h; Cooling with ice;

Reference yield:

serin (302-84-1,83245-15-2) + benzeneacetic acid methyl ester (101-41-7) → D-Serine (312-84-5,83245-15-2) + L-serin (56-45-1,83245-15-2) + (S)-3-hydroxy-2-phenylacetylamino-propionic acid (2752-53-6) + N-phenylacetyl-D-serine (121966-36-7)

Guidance literature:

With sodium hydroxide; E_. coli penicillin-G acylase F₂₄A mutant; at 25 ℃; pH=9.4; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2005.12.023

upstream raw materials:

L-serin

phenylacetyl chloride

serin

benzeneacetic acid methyl ester

Downstream raw materials:

N-(Phenylacetyl)-L-seryl-L-leucin-tert-butylester

O-benzyl-α-N-(phenylacetyl)-L-serine hydroxamate

2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide

1-(benzyloxy)-3-((phenylacetyl)amino)-2-azetidinone