tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate

Base Information

• Chemical Name: tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate
• CAS No.: 305806-21-7
• Molecular Formula: C₁₈H₂₇NO₄
• Molecular Weight: 321.417
• Mol file: 305806-21-7.mol

Synonyms:tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate

Chemical Property of tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate

There total 9 articles about tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate 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%

di-tert-butyl dicarbonate (24424-99-5) + tert-butyl (R)-3-amino-3-phenylpropionate (161671-34-7) → tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate (305806-21-7)

Guidance literature:

In dichloromethane; for 2h;

DOI:10.1021/ja051922a

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate (265669-72-5) → tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate (305806-21-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 24h; under 3800.26 Torr;

DOI:10.1039/b604073j

Reference yield:

N-benzylidene-4-(dimethylamino)benzamide → tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate (305806-21-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 81 percent / (R)-binaphthyl monpohosphoric acid derivative / toluene / 24 h / 20 °C

2.1: 79 percent / H₂; PtO₂ / ethyl acetate; acetic acid / 6 h / 760 Torr

3.1: Tf₂O; 2,6-lutdine / CH₂Cl₂ / -78 - 0 °C

3.2: 70 percent / CH₂Cl₂ / 0 - 20 °C

4.1: 60 percent / H₂ / Pd/C / methanol / 12 h / 760 Torr

5.1: 100 percent / CH₂Cl₂ / 2 h

With 2,6-dimethylpyridine; platinum(IV) oxide; trifluoromethylsulfonic anhydride; (R)-binaphthyl monpohosphoric acid derivative; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; ethyl acetate; toluene;

DOI:10.1021/ja051922a

upstream raw materials:

di-tert-butyl dicarbonate

tert-butyl (R)-3-amino-3-phenylpropionate

tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

tert-butyl 3-(4-dimethylaminobenzamido)-3-phenylpropanoate

Downstream raw materials:

(R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropan-1-ol

tert-butyl (R)-3-amino-3-phenylpropionate