1177-71-5

Basic information

• Product Name: laxogenin
• Synonyms: laxogenin;6-Oxotigogenin;Laxogenine;5a Hydrolaxogenin
• CAS NO: 1177-71-5
• Molecular Formula: C₂₇H₄₂O₄
• Molecular Weight: 430.625
• Mol File: 1177-71-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 210-212℃
• Boiling Point: 548.924 °C at 760 mmHg
• Flash Point: 177.82 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 2.45E-14mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: laxogenin(CAS DataBase Reference)
• NIST Chemistry Reference: laxogenin(1177-71-5)
• EPA Substance Registry System: laxogenin(1177-71-5)

Safety Data

• Hazardous Substances Data: 1177-71-5(Hazardous Substances Data)

Usage

Uses

Laxogeninen has been used in the synthesis of brassinosteroid analogues from laxogenin and their plant growth promotion; spirostanic analogs of brassinolide and castasterone

InChI:InChI=1/C27H42O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-21,23-24,28H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,23+,24+,25-,26+,27?/m1/s1

Upstream product

• 41743-71-9 (3β,5α,6β,25R)-spirostan-3,6-diol 
• 210687-07-3 3-O-benzyl laxogenin 
• 3514-59-8 (25R)-5α-spirostan-3,6-dione 
• 4965-78-0 (25R)-3β-O-(p-toluenesulfonyloxy)spirost-5-ene 
• 210687-05-1 3β-O-benzylchlorogenin 
• 511-91-1 chlorogenin 
• 512-04-9 diosgenin 
• 146333-24-6 3-O-benzyl diosgenin 
• 123941-67-3 laxogenin 3-O-4)-O-<α-L-arabinopyranosyl-(1->6)>-β-D-glucopyranoside> 
• 143202-92-0 (25R)-spirostan-3β-ol-6-one-3-O-<β-D-glucopyranosyl(1->4)><α-L-arabinopyranosyl(1->6)>-β-D-glucopyranoside 
• 103665-44-7 (25R)-3β-acetoxy-5α-spirostan-6-one 
• 123941-66-2 chinenoside I 

Downstream Products

• 1383476-47-8 laxogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside) 
• 1383476-51-4 laxogenin 3-O-(3,6-di-O-benzoyl-β-D-glucopyranoside) 
• 484002-10-0 laxogenin-3-yl 2,3-di-O-benzoyl-6-O-(2,3,4-tri-O-benzoyl-L-arabinopyranosyl)-D-glucopyranoside 
• 484002-14-4 laxogenin-3-yl 2,3-O-di-benzoyl-4,6-O-benzylidene-D-glucopyranoside 
• 484002-09-7 laxogenin-3-yl 2,3-di-O-benzoyl-D-glucopyranoside 
• 484002-13-3 laxogenin-3-yl 4,6-O-benzylidene-D-glucopyranoside 
• 484002-08-6 laxogenin-3-yl 2,3,4,6-tetra-O-benzoyl-D-glucopyranoside 
• 41743-71-9 (3β,5α,6β,25R)-spirostan-3,6-diol 

Relevant articles and documents

Synthesis of (22R, 25R)-3β,26-dihydroxy-5α-furostan-6-one

The synthesis of a plant growth promoter furostanol which bears the characteristic functionality of teasterone on rings A and B is described.

Mimicking natural phytohormones. 26-Hydroxycholestan-22-one derivatives as plant growth promoters

26-Hydroxycholestan-22-one derivatives with oxygenated functions in the rings A and/or B were successfully synthesized from diosgenin. After the modifications of rings A and B, the spiroketal side chain was selectively opened through a Lewis acid mediated

Glycosyl trifluoroacetimidates. 2. Synthesis of dioscin and Xiebai saponin I

Two trisaccharide steroidal saponins, dioscin (1) and Xiebai saponin I (2) with various bioactivities, were efficiently synthesized using the newly developed glycosyl N-phenyl trifluoroacetimidates (10-13) as glycosylation donors. Thus, dioscin was synthesized in five steps and a 33% overall yield from diosgenin and glycosyl trifluoroacetimidates (10 and 11). Xiebai saponin I was synthesized in eight steps and a 32% overall yield from laxogenin and glycosyl trifluoroacetimidates (10, 12, and 13), whereupon, the rare steroid laxogenin was prepared from diosgenin in four steps and an overall 69% yield. All the glycosylation reactions involved in the present syntheses demonstrated that glycosyl trifluoroacetimidates were successful donors comparable to the corresponding glycosyl trichloroacetimidates.