(2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate

Base Information

• Chemical Name: (2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate
• CAS No.: 128576-64-7
• Molecular Formula: C₂₀H₂₉NO₆
• Molecular Weight: 379.453
• Mol file: 128576-64-7.mol

Synonyms:(2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate

Chemical Property of (2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate

There total 18 articles about (2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate 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: 74.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S,3S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate (128576-87-4,128599-29-1) → (2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate (128576-64-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; for 48h; under 3102.9 Torr;

DOI:10.1021/jo00304a011

Reference yield: 51.0%

(4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one (231302-87-7) → (2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate (128576-64-7)

Guidance literature:

In water; acetic acid; at 45 ℃;

DOI:10.1016/S0040-4039(99)00705-4

Reference yield:

(4S,5S)-3,4-Bis(tert-butoxylcarbonyl)-5-benzylidne-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one (231302-86-6) → (2S,3S)-1-tert-butyl N-(tert-butoxycarbonyl)-3-benzylaspartate (128576-64-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / H₂ / 10percent Pd/C / ethyl acetate / 72 h / 20 °C

2: 51 percent / aq. AcOH / 48 h / 50 °C

With hydrogen; acetic acid; 10percent Pd/C; In ethyl acetate;

DOI:10.1039/b004772o

upstream raw materials:

di-tert-butyl dicarbonate

(2S,3S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate

(2S,3S)-1-tert-butyl 4-methyl N-(tert-butoxycarbonyl)-3-benzylaspartate

(4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

Downstream raw materials:

(4S,5S)-4-benzyl-1,5-bis(tert-butoxycarbonyl)-imidazolidin-2-one