2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, (1R,3R,5R)-6,6 ,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, rel-

CAS No.
38738-59-9
Chemical Name:
2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, (1R,3R,5R)-6,6 ,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, rel-
Synonyms
(8,8,9-trimethyl-9-azabicyclo[3.3.1]non-3-yl) 2-hydroxy-2,2-dithiophen -2-yl-acetate hydrochloride;Glycolic acid, di-2-thienyl-, 6,6,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, exo-;2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, 6,6,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, exo-;2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, (1R,3R,5R)-6,6 ,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, rel-
CBNumber:
CB11241711
Molecular Formula:
C21H28ClNO3S2
Molecular Weight:
0
MDL Number:
MOL File:
38738-59-9.mol

2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, (1R,3R,5R)-6,6 ,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, rel- Chemical Properties,Uses,Production

Originator

Pentona, Tanabe ,Japan ,1978

Manufacturing Process

A mixture of 1.0 g of 6,6,9-trimethyl-9-azabicyclo[3.3.1]nonan-3β-ol, methyl α,α-di-(2-thienyl)-glycolate and 30 mg of metallic sodium is heated at 80°C to 90°C for about 2 hours under reduced pressure. After cooling, ether is added to the reaction mixture. The mixture is extracted with 10% hydrochloric acid. The aqueous layer is alkalified with sodium carbonate and reextracted with ethyl acetate. The extract is washed with water, dried and concentrated to dryness. The residue thus obtained is treated with hydrogen chloride by conventional manner. 2.0 g of the α,α-di-(2-thienyl)glycolate of 6,6,9- trimethyl-9-azabicyclo[3.3.1]nonan-3β-ol hydrochloride are obtained. Yield 83%.

Therapeutic Function

Antiparkinsonian

2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, (1R,3R,5R)-6,6 ,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, rel- Preparation Products And Raw materials

Raw materials

Preparation Products

2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, (1R,3R,5R)-6,6 ,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, rel- Suppliers

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2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, (1R,3R,5R)-6,6 ,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, rel- 2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-, 6,6,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, exo- Glycolic acid, di-2-thienyl-, 6,6,9-trimethyl-9-azabicyclo(3.3.1)non-3-yl ester, hydrochloride, exo- (8,8,9-trimethyl-9-azabicyclo[3.3.1]non-3-yl) 2-hydroxy-2,2-dithiophen -2-yl-acetate hydrochloride 38738-59-9 C21H28ClNO3S2