6156-99-6

Basic information

• Product Name: (3R)-1-[(20S)-20-(Dimethylamino)-4-oxo-5α-pregnan-3β-yl]-3-isopropylazetidin-2-one
• Synonyms: (3R)-1-[(20S)-20-(Dimethylamino)-4-oxo-5α-pregnan-3β-yl]-3-isopropylazetidin-2-one;Pachystermine A
• CAS NO: 6156-99-6
• Molecular Formula: C29H48N2O2
• Molecular Weight: 456.7
• Mol File: 6156-99-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 560.7°C at 760 mmHg
• Flash Point: 207.5°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 1.33E-12mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: (3R)-1-[(20S)-20-(Dimethylamino)-4-oxo-5α-pregnan-3β-yl]-3-isopropylazetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-1-[(20S)-20-(Dimethylamino)-4-oxo-5α-pregnan-3β-yl]-3-isopropylazetidin-2-one(6156-99-6)
• EPA Substance Registry System: (3R)-1-[(20S)-20-(Dimethylamino)-4-oxo-5α-pregnan-3β-yl]-3-isopropylazetidin-2-one(6156-99-6)

Safety Data

• Hazardous Substances Data: 6156-99-6(Hazardous Substances Data)

Usage

Description

This alkaloid is the major base found in Pachysandra terminalis Sieb. et Zucco Like the other alkaloids present in this plant, it contains the pregnane skeleton. It is dextrorotatory with [α]D + 24° (CHCI 3). It has two keto groups in the molecule, one being present in a four-membered ring. Reduction with NaBH4 furnishes Pachystermine B (q.v.). The structure has been confirmed by the partial synthesis of the alkaloid.

References

Kikuchi, Uyeo., Tetrahedron Lett., 3473 (1965) Kikuchi, Uyeo., Chem. Pharm. Bull., 15, 549 (1967) Partial synthesis: Kikuchi et al., Tetrahedron Lett., 909 (1968)

InChI:InChI=1/C29H48N2O2/c1-17(2)20-16-31(27(20)33)25-13-15-29(5)23-12-14-28(4)21(18(3)30(6)7)10-11-22(28)19(23)8-9-24(29)26(25)32/h17-25H,8-16H2,1-7H3/t18?,19-,20-,21-,22-,23-,24-,25-,28+,29+/m0/s1

Relevant articles and documents

Pachysandra alkaloids. 8. Structures of pachystermine-A and -B, novel type alkaloids having a beta-lactam ring.

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