(1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid ethyl ester hydrochloride

Base Information

• Chemical Name: (1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid ethyl ester hydrochloride
• CAS No.: 1147103-42-1
• Molecular Formula: C10H17NO2.HCl
• Molecular Weight: 219.711
• Mol file: 1147103-42-1.mol

Synonyms:(1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-car;

Chemical Property of (1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid ethyl ester hydrochloride

Chemical Property:

• PSA: 38.33000
• LogP: 2.06840
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(1S,3aR,6aS)-Ethyloctahydrocyclopenta[c]pyrrole-1-carboxylatehydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid ethyl ester hydrochloride

There total 13 articles about (1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid ethyl ester 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: 71.0%

(1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclo-penta[c]pyrrole-1-carboxylic acid (597569-42-1,926276-09-7) + ethanol (64-17-5) → (1S,3aR,6aS)-ethyl octahydrocyclopenta[c]pyrrole-1-carboxylate hydrochloride (1147103-42-1)

Guidance literature:

With thionyl chloride; for 2h; Reflux;

Reference yield: 70.0%

(1S,3aR,6aS)-hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester ethyl ester (1053232-60-2) → (1S,3aR,6aS)-ethyl octahydrocyclopenta[c]pyrrole-1-carboxylate hydrochloride (1147103-42-1)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 30 - 35 ℃; for 4h; Inert atmosphere; Cooling with ice;

Reference yield:

(3aR,6aS)-2-Boc-octahydrocyclopenta[c]pyrrole-1-carboxylic acid (926276-09-7) → (1S,3aR,6aS)-ethyl octahydrocyclopenta[c]pyrrole-1-carboxylate hydrochloride (1147103-42-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ethyl acetate / 12 h / 20 °C

2: sodium hydrogen sulfate / tert-butyl methyl ether; water

3: thionyl chloride / 2 h / Reflux

With sodium hydrogen sulfate; thionyl chloride; In tert-butyl methyl ether; water; ethyl acetate;

upstream raw materials:

(3aR,6aS)-2-Boc-octahydrocyclopenta[c]pyrrole-1-carboxylic acid

(1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclo-penta[c]pyrrole-1-carboxylic acid

ethanol

(3aR,6aS)-1,3a,4,5,6,6a-hexahydrocyclopenta[c]pyrrole

Downstream raw materials:

(1S,3aR,6aS)-ethyl 2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate

(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide

(1S,3aR,6aS)-2-[(2S)-2-[[(2S)-2-cyclohexyl-2-[(2-pyrazinylcarbonyl)amino] acetyl]amino]-3,3-dimethylbutanoyl]-N-[(1S)-1-[(cyclopropylamino)(hydroxy)acetyl]butyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-3-carboxamide

(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid

Refernces

• 1、 -. "A process for the preparation of intermediates telaprevir". . . Retrieved 2017/03/14.