(Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid methyl ester

Base Information

• Chemical Name: (Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid methyl ester
• CAS No.: 111854-79-6
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.347
• Mol file: 111854-79-6.mol

Synonyms:(Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid methyl ester

Chemical Property of (Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid methyl ester

There total 1 articles about (Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid 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: 95.0%

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate (88738-78-7) + N-benzyloxycarbonyl-L-valinal (138754-84-4,95500-73-5) → (Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid methyl ester (111854-79-6)

Guidance literature:

With potassium hexamethylsilazane; 18-crown-6 ether; In tetrahydrofuran; acetonitrile; at -78 ℃;

DOI:10.1039/C39870000311

Reference yield: 76.0%

(Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid methyl ester (111854-79-6) → ((Z)-(S)-4-Hydroxy-1-isopropyl-but-2-enyl)-carbamic acid benzyl ester (111854-83-2)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

DOI:10.1039/C39870000311

Reference yield:

(Z)-(S)-4-Benzyloxycarbonylamino-5-methyl-hex-2-enoic acid methyl ester (111854-79-6) → [(S)-1-((2S,3R)-3-Hydroxymethyl-oxiranyl)-2-methyl-propyl]-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / DIBAL / CH₂Cl₂ / -78 °C

2: MCPBA / CH₂Cl₂ / -10 °C

With diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1039/C39870000311

upstream raw materials:

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

N-benzyloxycarbonyl-L-valinal

Downstream raw materials:

((Z)-(S)-4-Hydroxy-1-isopropyl-but-2-enyl)-carbamic acid benzyl ester