(2S,3R)-3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride

Base Information

• Chemical Name: (2S,3R)-3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride
• CAS No.: 1036931-36-8
• Molecular Formula: C8H16N2O2.HCl
• Molecular Weight: 208.68578
• Mol file: 1036931-36-8.mol

Synonyms:(alphaS,betaR)-beta-Amino-alpha-hydroxycyclobutanebutanamide hydrochloride (1:1);

Chemical Property of (2S,3R)-3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride

Chemical Property:

• PSA: 89.34000
• LogP: 1.55270

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3R)-3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride

There total 30 articles about (2S,3R)-3-amino-4-cyclobutyl-2-hydroxybutanamide 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: 100.0%

C13H24N2O4 (1607806-55-2) → (3S)-3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride (1033883-39-4,1036931-36-8,1996616-36-4,394735-23-0,1036931-35-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 0.5h;

DOI:10.1021/jm301887f

Reference yield: 92.0%

tert-butyl 4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-ylcarbamate (394735-22-9) → 3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride (1036931-36-8,1996616-36-4,394735-23-0,1036931-35-7)

Guidance literature:

With isopropyl alcohol hydrogen chloride; In isopropyl alcohol; at 65 ℃; for 4h;

DOI:10.2174/1570178613666160628090059

Reference yield: 91.0%

C13H24N2O4 + C13H24N2O4 → 3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride (1036931-36-8,1996616-36-4,394735-23-0,1036931-35-7)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 20 - 50 ℃; for 4h;

upstream raw materials:

tert-butyl 4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-ylcarbamate

(2-cyclobutyl-1-formylethyl)carbamic acid tert-butyl ester

(2-cyano-1-cyclobutylmethyl-2-hydroxyethyl)carbamic acid tert-butyl ester

2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoic acid

Downstream raw materials:

3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide

C₂₇H₄₇N₅O₅

C₂₇H₄₇N₅O₅

(1R,2S,5S)-N-(4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-yl)-3-((S)-2-(3-(tert-butyl)ureido)-3,3-dimethylbutanoyl)-6,6-dimethyl-3-azabicylo[3.1.0]-hexane-2-carboxamide

Refernces

• 1、 Yerrabelly, Jayaprakash Rao,Rebelli, Pradeep,Yalamanchili, Bharathi Kumari,Ghojala, Venkat Reddy. "A New and convenient synthesis of the boceprevir P1 fragment, β-aminoα-hydroxy amide". . p. 352 - 358. Retrieved 2016/09/09.
• 2、 -. "PROCESS FOR PREPARATION OF BOCEPREVIR AND INTERMEDIATES THEREOF". Page/Page column 9; 37-38. . Retrieved 2014/05/07.