(S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide

Base Information

• Chemical Name: (S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide
• CAS No.: 97651-95-1
• Molecular Formula: C₁₆H₂₃N₃O₅
• Molecular Weight: 337.376
• Mol file: 97651-95-1.mol

Synonyms:(S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide

Chemical Property of (S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide

There total 12 articles about (S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide 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: 89.0%

4-(benzyloxycarbonylamino-methyl)-5-oxo-oxazolidine-3-carboxylic acid tert-butyl ester (916426-81-8) → (S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide (97651-95-1)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1080/00397910600948039

Reference yield: 73.0%

Nβ-benzyloxycarbonyl-Nα-Boc-(S)-β-aminoalanine methyl ester (61040-22-0) → (S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide (97651-95-1)

Guidance literature:

With ammonia; In methanol; Ambient temperature;

DOI:10.1248/cpb.33.509

Reference yield:

N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) → (S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide (97651-95-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / diethyl azodicarboxylate, hydrazoic acid, triphenylphosphine / tetrahydrofuran; benzene / Ambient temperature

2: 74 percent / H₂ / Pd/C 10percent / methanol

3: 84.8 mg / CH₂Cl₂ / Ambient temperature

4: 73 percent / NH₃ / methanol / Ambient temperature

With hydrogen azide; ammonia; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; benzene;

DOI:10.1248/cpb.33.509

upstream raw materials:

N^β-benzyloxycarbonyl-N^α-Boc-(S)-β-aminoalanine methyl ester

4-(benzyloxycarbonylamino-methyl)-5-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

4-isocyanatomethyl-5-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

(S)-3-(1,1-dimethylethoxy)carbonyl-5-oxo-4-oxazolidineacetic acid