(S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate

Base Information

• Chemical Name: (S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate
• CAS No.: 896100-50-8
• Molecular Formula: C₂₃H₃₃NO₇
• Molecular Weight: 435.518
• Mol file: 896100-50-8.mol

Synonyms:(S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate

Chemical Property of (S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate

There total 4 articles about (S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate 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: 100.0%

Benzyl acetate (140-11-4) + tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate (91229-91-3) → (S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate (896100-50-8)

Guidance literature:

tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.583333h;

Benzyl acetate; In tetrahydrofuran; at -78 - 0 ℃; for 3.33333h;

DOI:10.1021/jo060224l

Reference yield:

acetic acid tert-butyl ester (540-88-5) → (S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate (896100-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 61 percent / aq. HClO₄

2.1: 91 percent / DMAP

3.1: LDA / tetrahydrofuran / 0.58 h / -78 °C

3.2: 100 percent / tetrahydrofuran / 3.33 h / -78 - 0 °C

With dmap; perchloric acid; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jo060224l

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-7-benzyl 1-tert-butyl 2-(tert-butoxycarbonyl)-5-oxoheptanedioate (896100-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / DMAP

2.1: LDA / tetrahydrofuran / 0.58 h / -78 °C

2.2: 100 percent / tetrahydrofuran / 3.33 h / -78 - 0 °C

With dmap; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jo060224l

upstream raw materials:

Benzyl acetate

tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate

acetic acid tert-butyl ester

di-tert-butyl dicarbonate