(2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride

Base Information

• Chemical Name: (2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride
• CAS No.: 143122-17-2
• Molecular Formula: C₁₆H₂₆N₂OS*ClH
• Molecular Weight: 330.922
• Mol file: 143122-17-2.mol

Synonyms:(2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride

Chemical Property of (2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride

There total 7 articles about (2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; 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: 96.0%

(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<2-(2-pyridylthio)ethyl>oxazolidine (143122-20-7) → (2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride (143122-17-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; for 1h; Ambient temperature;

DOI:10.1021/jm00097a010

Reference yield:

2-Sulfanylpyridine (2637-34-5,73018-10-7) → (2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride (143122-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium hydride / 1.) DMF, RT, 30 min, 2.) DMF, RT, 14 h

2: 96 percent / 4N HCl / methanol; dioxane / 1 h / Ambient temperature

With hydrogenchloride; sodium hydride; In 1,4-dioxane; methanol;

DOI:10.1021/jm00097a010

Reference yield:

(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-ethanol (124577-55-5) → (2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride (143122-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

2: 1.) sodium hydride / 1.) DMF, RT, 30 min, 2.) DMF, RT, 14 h

3: 96 percent / 4N HCl / methanol; dioxane / 1 h / Ambient temperature

With hydrogenchloride; sodium hydride; triethylamine; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/jm00097a010

upstream raw materials:

(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<2-(2-pyridylthio)ethyl>oxazolidine

2-Sulfanylpyridine

(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-ethanol

(4S,5S)-5-allyl-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine

Downstream raw materials:

(2S,3S)-2-(Boc-Phe-His-amino)-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol

4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-ethylcarbamoyl}-2-phenyl-ethyl ester

(2S,3S)-2-({(2S)-2-[(morpholinocarbonyl)oxy]-3-phenylpropionyl}-His-amino)-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol

4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-butylcarbamoyl}-2-phenyl-ethyl ester