1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester

Base Information

• Chemical Name: 1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester
• CAS No.: 704879-65-2
• Molecular Formula: C₂₈H₃₆N₂O₆
• Molecular Weight: 496.604
• Mol file: 704879-65-2.mol

Synonyms:1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester

Chemical Property of 1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester

There total 1 articles about 1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester 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: 96.0%

(2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutyric acid (105181-72-4) + benzyl piperidine-4-carboxylate hydrochloride → 1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester (704879-65-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.tet.2005.01.135

Reference yield:

1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester (704879-65-2) → 1-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃;

DOI:10.1016/j.tet.2005.01.135

Reference yield:

1-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyryl)-piperidine-4-carboxylic acid benzyl ester (704879-65-2) → N-{N-[(4S,5R)-4-benzyl-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carbonyl}-(R)-1-phenylethylamine

Guidance literature:

Multi-step reaction with 4 steps

1: HCl / dioxane / 0 - 20 °C

2: 15.0 g / triethylamine / tetrahydrofuran / 0 - 20 °C

3: H₂ / Pd/C / methanol; H₂O / 3 h

4: 133.7 mg / 1-ethyl-3-(3-(dimetyhylamino)propyl)carbodiimide*HCl; HOBt*H₂O; triethylamine / dimethylformamide / 0 - 20 °C

With hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.01.135

upstream raw materials:

(2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutyric acid

Downstream raw materials:

1-((4S,5R)-4-Benzyl-2-oxo-oxazolidine-5-carbonyl)-piperidine-4-carboxylic acid

benzyl N-[(4S,5R)-4-benzyl-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

(S)-2-phenylmethylpent-4-enoic acid