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ChemicalBook--->CAS DataBase List--->1147103-42-1

1147103-42-1

1147103-42-1 Structure

1147103-42-1 Structure
IdentificationBack Directory
[Name]

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

1147103-42-1
[Synonyms]

OHPE Hcl
Telaprevir INT2
Telaprevir InterMediate -1
(1S,3R,6S)-Ethyl Octahydrocyclopenta[c] pyrrole-1-carboxylate HCL
CYCLOPENTA(C)PYRROLE-1-CARBOXYLIC ACID,OCTAHYDRO-ETHYL ESTERHYDROCHLORIDE
(1S,3aR,6aS)-ethyloctahydrocyclopenta[c]pyrrole-1-carboxylate hydrochloride
Cyclopenta[c]pyrrole-1-carboxylic acid, octahydro-, ethyl ester, (1S,3aR,6aS)-
(1S,3aR,6aS)-octahydro-, Cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester HCl
Ethyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate hydrochloride (1:1)
(1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid ethyl ester hydrochloride
Cyclopenta[c]pyrrole-1-carboxylic acid, octahydro-, ethyl ester, (1S,3aR,6aS)-, hydrochloride
Cyclopenta[c]pyrrole-1-carboxylic acid, octahydro-, ethyl ester, hydrochloride (1:1), (1S,3aR,6aS)-
[Molecular Formula]

C10H17NO2.HCl
[MOL File]

1147103-42-1.mol
[Molecular Weight]

219.708
Chemical PropertiesBack Directory
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

White to off-white Solid
[InChI]

InChI=1/C10H17NO2.ClH/c1-2-13-10(12)9-8-5-3-4-7(8)6-11-9;/h7-9,11H,2-6H2,1H3;1H/t7-,8-,9-;/s3
[InChIKey]

CHVSZCHUIDYZIU-ZIEWZEMVNA-N
[SMILES]

C([C@H]1NC[C@]2([H])CCC[C@]12[H])(=O)OCC.Cl |&1:1,4,9,r|
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

(1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid ethyl ester hydrochloride(1147103-42-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

Cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic acid, hexahydro-, 2-(1,1-dimethylethyl) 1-ethyl ester, (1S,3aR,6aS)-

1053232-60-2

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

1147103-42-1

Compound A of the present invention can be prepared by a conventional aminoprotection method to obtain the known telaprevir intermediate A. In this method, when the aminoprotecting group P is a tert-butoxycarbonyl group, the procedure is as follows: under argon protection, compound I is slowly added to an ethyl acetate solution (69.9 g) containing 11 wt% hydrogen chloride cooled to 0°C. The reaction is carried out by stirring for 4 hours. After the addition was completed, the reaction system was warmed to 30-35°C and stirred continuously at this temperature for 4 hours to ensure complete reaction. Upon completion of the reaction, the reaction solution was concentrated to dryness by distillation under reduced pressure. Subsequently, methyl tert-butyl ether (80 mL) was added to the residue at room temperature, stirred for 1 hour and then filtered. The filter cake was dried under vacuum to constant weight to give a white to off-white solid, timosartan intermediate A, in a yield of 15.4 g with 99.5% HPLC purity. The overall four-step molar yield from compound II to intermediate A was 70%.

[References]

[1] Patent: CN106928123, 2017, A. Location in patent: Paragraph 0085-0089
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