(2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoic Acid

Base Information

• Chemical Name: (2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoic Acid
• CAS No.: 656833-28-2
• Molecular Formula: C₉H₁₇NO₃
• Molecular Weight: 187.239
• Mol file: 656833-28-2.mol

Synonyms:

Chemical Property of (2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoic Acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoic Acid

There total 5 articles about (2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoic Acid 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:

(2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid (70491-05-3) → (2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoic Acid (656833-28-2)

Guidance literature:

Multi-step reaction with 4 steps

1: REDAL / toluene / 0 - 25 °C

2: SO₃*pyridine; Et₃N; DMSO

3: aq. NaHSO₃ / ethyl acetate

4: aq. HCl / dioxane / 18 h / Heating

With hydrogenchloride; pyridine-SO₃ complex; sodium hydrogensulfite; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In 1,4-dioxane; ethyl acetate; toluene;

DOI:10.1016/j.bmcl.2003.12.031

Reference yield:

(2-cyano-1-cyclohexyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester → (2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoic Acid (656833-28-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 18h; Heating;

DOI:10.1016/j.bmcl.2003.12.031

Reference yield:

(2R)-2-(1,1-dimethylethoxycarbonylamino)-2-cyclohexylethanal (171560-20-6) → (2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoic Acid (656833-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaHSO₃ / ethyl acetate

2: aq. HCl / dioxane / 18 h / Heating

With hydrogenchloride; sodium hydrogensulfite; In 1,4-dioxane; ethyl acetate;

DOI:10.1016/j.bmcl.2003.12.031

upstream raw materials:

(2R)-2-(1,1-dimethylethoxycarbonylamino)-2-cyclohexylethanal

(R)-1-(cyclohexyl-2-hydroxyethyl)carbamic acid tert-butyl ester

(2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid

Refernces

• 1、 -. "3-AMINO-2-HRYDROXYALKANOIC ACIDS AND THEIR PRODRUGS". Page 16. . Retrieved 2010/02/06.
• 2、 -. "Hydrazide and alkoxyamide angiogenesis inhibitors". . . Retrieved 2008/06/13.