ChemicalBook >> CAS DataBase List >>(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester

(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester

CAS No.
27841-97-0
Chemical Name:
(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester
Synonyms
Macrophylline;Macrophylline【Senecio】;(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester;(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester;2-Butenoic acid, 2-methyl-, [(1S,2R,7aR)-hexahydro-2-hydroxy-1H-pyrrolizin-1-yl]methyl ester, (2Z)-
CBNumber:
CB52269079
Molecular Formula:
C13H21NO3
Molecular Weight:
239.31
MDL Number:
MOL File:
27841-97-0.mol
Last updated:2023-05-04 17:34:37

(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester Properties

Melting point 42-4°C(50-2°C)

(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Arctom CFN00275 Macrophylline 27841-97-0 5mg $418 2021-12-16 Buy
Product number Packaging Price Buy
CFN00275 5mg $418 Buy

(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester Chemical Properties,Uses,Production

Description

A pyrrolizidine alkaloid, macrophylline has been isolated from Senecio amphibolus and S. macrophylla MB. It forms a low melting solid which has not yet been obtained in a crystalline form. The base is dextrorotatory having a specific rotation of [α]20D + 34.52° (c 1.68, EtOH). When hydrolyzed with dilute acids the base furnishes macronecine and angelic acid. It has been characterized as the crystalline bitartrate which melts at 162-4°C.

Definition

ChEBI: Macrophylline is a member of pyrrolizines.

References

Danilova et al.,J. Gen. Chem. USSR, 23,1417 (1953)
Danilova, Kuzovkov, ibid, 23,1597 (1953)
Danilova, Utkin, Massagetov, ibid, 25, 797 (1955)
Danilova, Utkin, ibid, 30, 345 (1960)
Culvenor, Geissman,J. Org. Chem., 26, 3045 (1961)

(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester Suppliers

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(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester Macrophylline Macrophylline【Senecio】 2-Butenoic acid, 2-methyl-, [(1S,2R,7aR)-hexahydro-2-hydroxy-1H-pyrrolizin-1-yl]methyl ester, (2Z)- (Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2β-hydroxy-1H-pyrrolizin-1β-yl]methyl ester 27841-97-0