isopropyl (2R,3R)-3-amino-4-cyclohexyl-2-hydroxybutyrate hydrochloride

Base Information

• Chemical Name: isopropyl (2R,3R)-3-amino-4-cyclohexyl-2-hydroxybutyrate hydrochloride
• CAS No.: 129704-26-3
• Molecular Formula: C₁₃H₂₅NO₃*ClH
• Molecular Weight: 279.807
• Mol file: 129704-26-3.mol

Synonyms:

Chemical Property of isopropyl (2R,3R)-3-amino-4-cyclohexyl-2-hydroxybutyrate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl (2R,3R)-3-amino-4-cyclohexyl-2-hydroxybutyrate hydrochloride

There total 4 articles about isopropyl (2R,3R)-3-amino-4-cyclohexyl-2-hydroxybutyrate 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:

Boc-D-cyclohexylalaninol (129593-17-5) → isopropyl (2R,3R)-3-amino-4-cyclohexyl-2-hydroxybutyrate hydrochloride (129704-26-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 2N HCl, 2.) triethylamine / 1.) methanol, 60 deg C, 2 h, 2.) dioxane, water, 0 deg C, 1 h

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

4: HCl / 1 h / 80 °C

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

DOI:10.1021/jm00172a005

Reference yield:

N-benzoyl-D-cyclohexylalaninol (129593-16-4) → isopropyl (2R,3R)-3-amino-4-cyclohexyl-2-hydroxybutyrate hydrochloride (129704-26-3)

Guidance literature:

Multi-step reaction with 3 steps

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

3: HCl / 1 h / 80 °C

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

DOI:10.1021/jm00172a005

Reference yield:

(2R,3R)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid; hydrochloride (113785-82-3,121506-22-7,126832-05-1,140409-01-4) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl (2R,3R)-3-amino-4-cyclohexyl-2-hydroxybutyrate hydrochloride (129704-26-3)

Guidance literature:

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

DOI:10.1021/jm00172a005

upstream raw materials:

(2R,3R)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid; hydrochloride

isopropyl alcohol

Boc-D-cyclohexylalaninol

N-benzoyl-D-cyclohexylalaninol

Downstream raw materials:

isopropyl (2R,3R)-3-<-L-histidyl>amino>-4-cyclohexyl-2-hydroxybutyrate

Refernces