ChemicalBook >> CAS DataBase List >>(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester

(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester

CAS No.
17958-43-9
Chemical Name:
(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester
Synonyms
Amabiline;(+)-Amabiline;(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester;Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7A-tetrahydro-1H-pyrrolidizin-7-yl)methyl ester;Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl ester, (2S,3S)-
CBNumber:
CB02165789
Molecular Formula:
C15H25NO4
Molecular Weight:
283.36
MDL Number:
MFCD31725888
MOL File:
17958-43-9.mol
Last updated:2023-07-14 17:44:43

(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester Properties

Boiling point 416.8±24.0 °C(Predicted)
Density 1.18±0.1 g/cm3(Predicted)
pka 12.59±0.29(Predicted)
FDA UNII HG6G8EU69E

(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester Chemical Properties,Uses,Production

Description

Russian workers have recently given the empirical formula of this alkaloid as ClsH2SN04 and the structure as that shown above.

Uses

(+)-Amabiline is an unsaturated pyrrolizidine alkaloid from Cynoglossum amabile with anticholinergic activity against human mAChR receptors.

Definition

ChEBI: A carboxylic ester obtained by formal condensation of the carboxy group of (2S,3S)-2,3-dihydroxy-2-isopropylbutanoic acid with the hydroxy group of (7aS)-2,3,5,7a-tetrahydropyrrolizin-7-ylmethanol.

References

Man'ko, Rast. Resur., 8, 243 (1972)

(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester Suppliers

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(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester Amabiline Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7A-tetrahydro-1H-pyrrolidizin-7-yl)methyl ester Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl ester, (2S,3S)- (+)-Amabiline 17958-43-9