isopropyl (2R,3S)-3-amino-2-hydroxy-5-phenylbutyrate hydrochloride

Base Information

• Chemical Name: isopropyl (2R,3S)-3-amino-2-hydroxy-5-phenylbutyrate hydrochloride
• CAS No.: 129618-63-9
• Molecular Formula: C₁₃H₁₉NO₃*ClH
• Molecular Weight: 273.76
• Mol file: 129618-63-9.mol

Synonyms:

Chemical Property of isopropyl (2R,3S)-3-amino-2-hydroxy-5-phenylbutyrate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl (2R,3S)-3-amino-2-hydroxy-5-phenylbutyrate hydrochloride

There total 3 articles about isopropyl (2R,3S)-3-amino-2-hydroxy-5-phenylbutyrate hydrochloride 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:

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol (66605-57-0) → isopropyl (2R,3S)-3-amino-2-hydroxy-5-phenylbutyrate hydrochloride (129618-63-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Py*SO₃, triethylamine / dimethylsulfoxide; benzene / 0.33 h / 20 - 25 °C

2: 1.) 1N HCl, 2.) 23percent HCl / 1.) 0 deg C, 18 h, 2.) 80 deg C, 11 h

3: HCl / 1 h / 80 °C

With hydrogenchloride; sulfur trioxide pyridine complex; triethylamine; In dimethyl sulfoxide; benzene;

DOI:10.1021/jm00172a005

Reference yield:

(R,S)-α-hydroxy, (S)-β-amino, 4-phenylbutyric acid hydrochloride (1201292-56-9) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl (2R,3S)-3-amino-2-hydroxy-5-phenylbutyrate hydrochloride (129618-63-9)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 1h; Yield given;

DOI:10.1021/jm00172a005

Reference yield:

Boc-L-phenylalaninal (72155-45-4) → isopropyl (2R,3S)-3-amino-2-hydroxy-5-phenylbutyrate hydrochloride (129618-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 1N HCl, 2.) 23percent HCl / 1.) 0 deg C, 18 h, 2.) 80 deg C, 11 h

2: HCl / 1 h / 80 °C

With hydrogenchloride;

DOI:10.1021/jm00172a005

upstream raw materials:

(R,S)-α-hydroxy, (S)-β-amino, 4-phenylbutyric acid hydrochloride

isopropyl alcohol

Boc-L-phenylalaninal

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

Downstream raw materials:

isopropyl (2R,3S)-3-<-L-histidyl>amino>-2-hydroxy-4-phenylbutyrate