(2S)-2-(Acetylamino)-3-hydroxy-N-(phenylmethyl)propanamide

Base Information

• Chemical Name: (2S)-2-(Acetylamino)-3-hydroxy-N-(phenylmethyl)propanamide
• CAS No.: 171623-03-3
• Molecular Formula: C12H16N2O3
• Molecular Weight: 236.271
• European Community (EC) Number: 689-228-5
• Mol file: 171623-03-3.mol

Synonyms:SCHEMBL8205298;171623-03-3;(2S)-2-(Acetylamino)-3-hydroxy-N-(phenylmethyl)propanamide

Chemical Property of (2S)-2-(Acetylamino)-3-hydroxy-N-(phenylmethyl)propanamide

Chemical Property:

• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 236.11609238
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC(CO)C(=O)NCC1=CC=CC=C1
• Isomeric SMILES: CC(=O)N[C@@H](CO)C(=O)NCC1=CC=CC=C1

Technology Process of (2S)-2-(Acetylamino)-3-hydroxy-N-(phenylmethyl)propanamide

There total 5 articles about (2S)-2-(Acetylamino)-3-hydroxy-N-(phenylmethyl)propanamide 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: 18.0%

acetic anhydride (108-24-7) + N-Benzyl-L-serinamide (175481-31-9) → (S)-N-Benzyl-2-acetamidohydracrylamide (171623-03-3)

Guidance literature:

In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jm9508705

Reference yield:

Ac2 O + L-serin (56-45-1,83245-15-2) + isobutyl chloroformate (543-27-1) → (S)-N-Benzyl-2-acetamidohydracrylamide (171623-03-3)

Guidance literature:

With acetic acid; In tetrahydrofuran;

Reference yield:

benzylamine (100-46-9) → (S)-N-Benzyl-2-acetamidohydracrylamide (171623-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 34 percent / methanol / 18 h / Heating

2: 18 percent / CH₂Cl₂ / 1 h / Ambient temperature

In methanol; dichloromethane;

DOI:10.1021/jm9508705

upstream raw materials:

acetic anhydride

N-Benzyl-L-serinamide

N-acetyl-L-serine

benzylamine

Downstream raw materials:

(2S)-2-(acetylamino)-N-benzyl-3-methoxypropanamide