tert-butyl (R,R)-2-hydroxy-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate

Base Information

• Chemical Name: tert-butyl (R,R)-2-hydroxy-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate
• CAS No.: 1454771-27-7
• Molecular Formula: C₁₈H₂₇NO₅
• Molecular Weight: 337.416
• Mol file: 1454771-27-7.mol

Synonyms:tert-butyl (R,R)-2-hydroxy-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate

Chemical Property of tert-butyl (R,R)-2-hydroxy-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,R)-2-hydroxy-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate

There total 7 articles about tert-butyl (R,R)-2-hydroxy-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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + tert-butyl (2R,3R,αR)-3--2-hydroxy-3-phenylpropionate (151671-03-3) → tert-butyl (R,R)-2-hydroxy-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate (1454771-27-7)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In ethyl acetate; at 20 ℃; for 15h; under 3800.26 Torr;

DOI:10.1016/j.tet.2013.08.007

Reference yield: 66.0%

C19H26N2O5 → tert-butyl (R,R)-2-hydroxy-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate (1454771-27-7)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/acscatal.9b03394

Reference yield:

C15H17NO5 → tert-butyl (R,R)-2-hydroxy-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate (1454771-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1: C₁₉H₂₈N₄O₂S / toluene / 24 h / -40 °C

2: palladium on activated charcoal; hydrogen / ethyl acetate / 760.05 Torr

3: L-Selectride / tetrahydrofuran / 0 °C

With palladium on activated charcoal; C₁₉H₂₈N₄O₂S; hydrogen; L-Selectride; In tetrahydrofuran; ethyl acetate; toluene;

DOI:10.1021/acscatal.9b03394

upstream raw materials:

di-tert-butyl dicarbonate

tert-butyl (2R,3R,αR)-3--2-hydroxy-3-phenylpropionate

tert-butyl cinnamate

tert-butyl (3R,αR)-3--2-oxo-3-phenylpropionate

Downstream raw materials:

di-tert-butyl (2S,3R)-3-phenylaziridine-N⁽¹⁾,2-dicarboxylate

(4R,5S)-4-phenyl-5-(tert-butoxycarbonyl)oxazolidin-2-one

di-tert-butyl (R,R)-3-phenylaziridine-N⁽¹⁾,2-dicarboxylate

(R,R)-5-phenyl-4-(tert-butoxycarbonyl)oxazolidin-2-one