(3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride

Base Information

• Chemical Name: (3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride
• CAS No.: 533883-74-8
• Molecular Formula: C₁₈H₁₈ClNO₄S
• Molecular Weight: 379.864
• Mol file: 533883-74-8.mol

Synonyms:(3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride

Chemical Property of (3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride

There total 3 articles about (3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride 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:

(E)-(S)-3-Benzyloxycarbonylamino-4-phenyl-but-1-ene-1-sulfonatetetrabutyl-ammonium; → (3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride (533883-74-8)

Guidance literature:

With bis(trichloromethyl) carbonate; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/ol034555l

Reference yield:

benzyl (1S)-(1-formyl-2-phenylethyl)carbamate (59830-60-3) → (3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride (533883-74-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.33 h / 0 °C

1.2: 80 percent / tetrahydrofuran / 7 h / 5 - 20 °C

2.1: acetone / 72 h / Heating

3.1: 1.1 g / triphosgene; dimethylformamide / CH₂Cl₂ / 18 h / 20 °C

With bis(trichloromethyl) carbonate; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1021/ol034555l

Reference yield:

ethyl (3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonate → (3S)-N-carbobenzyloxy-3-amino-4-phenyl-but-1-enyl sulfonyl chloride (533883-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / 72 h / Heating

2: 1.1 g / triphosgene; dimethylformamide / CH₂Cl₂ / 18 h / 20 °C

With bis(trichloromethyl) carbonate; N,N-dimethyl-formamide; In dichloromethane; acetone;

DOI:10.1021/ol034555l

upstream raw materials:

benzyl (1S)-(1-formyl-2-phenylethyl)carbamate