(S)-6-benzyl 1-methyl 2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate

Base Information

• Chemical Name: (S)-6-benzyl 1-methyl 2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate
• CAS No.: 1379524-31-8
• Molecular Formula: C₁₉H₂₅NO₇
• Molecular Weight: 379.41
• Mol file: 1379524-31-8.mol

Synonyms:

Chemical Property of (S)-6-benzyl 1-methyl 2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-6-benzyl 1-methyl 2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate

There total 3 articles about (S)-6-benzyl 1-methyl 2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate 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: 85.0%

malonic acid monobenzyl ester (40204-26-0) + α-methyl N-(tert-butoxycarbonyl)aspartate (98045-03-5,137130-65-5) → (S)-6-benzyl 1-methyl 2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate (1379524-31-8)

Guidance literature:

With isopropylmagnesium chloride; 1,1'-carbonyldiimidazole; In tetrahydrofuran;

DOI:10.1039/c4sc02328e

Reference yield:

α-methyl N-(tert-butoxycarbonyl)aspartate (98045-03-5,137130-65-5) → (S)-6-benzyl 1-methyl 2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate (1379524-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

2: benzene / 4 h / 80 °C / Inert atmosphere

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; benzene;

DOI:10.1021/jo300653u

Reference yield:

C16H23NO9 + benzyl alcohol (100-51-6,185532-71-2) → (S)-6-benzyl 1-methyl 2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate (1379524-31-8)

Guidance literature:

In benzene; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo300653u

upstream raw materials:

benzyl alcohol

α-methyl N-(tert-butoxycarbonyl)aspartate

malonic acid monobenzyl ester

Downstream raw materials:

(S,Z)-1-benzyl 6-methyl-5-((tert-butoxycarbonyl)amino)-3-oxo-2-(pyren-1-ylmethylene)hexanedioate

(S,E)-1-benzyl 6-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-(tert-butyl)benzylidene)-3-oxohexanedioate

(S,Z)-1-benzyl 6-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-(tert-butyl)benzylidene)-3-oxohexanedioate

(S,Z)-1-benzyl 6-methyl 2-benzylidene-5-((tert-butoxycarbonyl)amino)-3-oxohexanedioate