H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Base Information

• Chemical Name: H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
• CAS No.: 136010-49-6
• Molecular Formula: C₂₁H₃₆N₂O₃S
• Molecular Weight: 396.594
• Mol file: 136010-49-6.mol

Synonyms:H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Chemical Property of H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

There total 5 articles about H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane 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: 97.0%

N-(tert-butoxycarbonyl)-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (136010-46-3) → H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (136010-49-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2.5h;

DOI:10.1021/jm00056a005

Reference yield:

(S)-2-tert-butoxycarbonylamino-3-thiophen-2-yl-propionic acid (56675-37-7) → H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (136010-49-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / N-methylmorpholine / CH₂Cl₂ / 0.05 h / -10 °C

2: 100 percent / CH₂Cl₂ / 1.) -10 deg C, 10 min, 2.) RT, 2 h

3: 97 percent / TFA / CH₂Cl₂ / 2.5 h / 0 °C

With 4-methyl-morpholine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00056a005

Reference yield:

(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (122621-77-6) → H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (136010-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / CH₂Cl₂ / 1.) -10 deg C, 10 min, 2.) RT, 2 h

2: 97 percent / TFA / CH₂Cl₂ / 2.5 h / 0 °C

With trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00056a005

upstream raw materials:

N-(tert-butoxycarbonyl)-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

(S)-2-tert-butoxycarbonylamino-3-thiophen-2-yl-propionic acid

(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

(2S,3R,4S)-2-[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Downstream raw materials:

{2-[(S)-1-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiophen-2-yl-ethylcarbamoyl]-2-(4-methoxy-phenyl)-ethylcarbamoyl]-1,1-dimethyl-ethyl}-carbamic acid tert-butyl ester