N-[(1S)-1-[(1S)-2-(Cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: N-[(1S)-1-[(1S)-2-(Cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]carbamic acid tert-butyl ester
• CAS No.: 944716-71-6
• Molecular Formula: C14H26N2O4
• Molecular Weight: 286.371
• Mol file: 944716-71-6.mol

Synonyms:N-[(1S)-1-[(1S)-2-(Cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]carbamic acid tert-butyl ester;CarbaMic acid, N-[(1S)-1-[(1S)-2-(cyclopropylaMino)-1-hydroxy-2-oxoethyl]butyl]-, 1,1-diMethylethyl ester

Chemical Property of N-[(1S)-1-[(1S)-2-(Cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]carbamic acid tert-butyl ester

Chemical Property:

• PSA: 87.66000
• LogP: 2.10110

Purity/Quality:

≥95% ^*data from raw suppliers

Carbamicacid,N-[(1S)-1-[(1S)-2-(cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]-,1,1-dimethylethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(1S)-1-[(1S)-2-(Cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]carbamic acid tert-butyl ester

There total 3 articles about N-[(1S)-1-[(1S)-2-(Cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]carbamic acid tert-butyl 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: 95.0%

(2S,3S)-N-tert-butoxycarbonyl-3-amino-2-hydroxy-hexanoic acid (944716-69-2) + Cyclopropylamine (765-30-0) → (2S,3S)-N-cyclopropyl-3-(tert-butoxycarbonyl)amino-2-hydroxyhexanoic acid amide (944716-71-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water; ethyl acetate; at 0 ℃; for 14h; Product distribution / selectivity;

Reference yield: 78.0%

→ (2S,3S)-N-cyclopropyl-3-(tert-butoxycarbonyl)amino-2-hydroxyhexanoic acid amide (944716-71-6)

Guidance literature:

In ethyl acetate; at 2 - 60 ℃; for 6h; Purification / work up;

Reference yield:

(3S)-3-(tert-butoxycarbonylamino)-2-hydroxyhexanoic acid (209398-26-5) + Cyclopropylamine (765-30-0) → (2S,3S)-N-cyclopropyl-3-(tert-butoxycarbonyl)amino-2-hydroxyhexanoic acid amide (944716-71-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2009.02.079

upstream raw materials:

(2S,3S)-N-tert-butoxycarbonyl-3-amino-2-hydroxy-hexanoic acid

Cyclopropylamine

(3S)-3-(tert-butoxycarbonylamino)-2-hydroxyhexanoic acid

Downstream raw materials:

(2S,3S)-N-cyclopropyl-3-amino-2-hydroxyhexanoic acid amide hydrochloride

(3S)-3-amino-N-cyclopropyl-2-hydroxyhexanamide hydrochloride