76338-28-8

Basic information

• Product Name: ent-2β-acetoxy-10β-hydroxy-7-methoxycarbonyl-16-oxo-13-toluene-p-sulphonyloxy-17,20-bisnorgibberellan-19-oic acid 19,10-lactone
• CAS NO: 76338-28-8
• Molecular Weight: 560.622
• Mol File: 76338-28-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ent-2β-acetoxy-10β-hydroxy-7-methoxycarbonyl-16-oxo-13-toluene-p-sulphonyloxy-17,20-bisnorgibberellan-19-oic acid 19,10-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: ent-2β-acetoxy-10β-hydroxy-7-methoxycarbonyl-16-oxo-13-toluene-p-sulphonyloxy-17,20-bisnorgibberellan-19-oic acid 19,10-lactone(76338-28-8)
• EPA Substance Registry System: ent-2β-acetoxy-10β-hydroxy-7-methoxycarbonyl-16-oxo-13-toluene-p-sulphonyloxy-17,20-bisnorgibberellan-19-oic acid 19,10-lactone(76338-28-8)

Safety Data

• Hazardous Substances Data: 76338-28-8(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 78172-98-2 ent-3α,10β,13-trihydroxy-7-methoxycarbonyl-16-oxo-17,20-bisnorgibberell-1-en-19-oic acid 19,10-lactone 
• 77-06-5 (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid 
• 78173-01-0 C₁₉H₂₁ClO₆ 
• 19147-55-8 2β,4aα,7-Trihydroxy-10β-carboxy-1β-methyl-8-oxo-gibben-(3)-1α-carbonsaeure-(1->4a)-lacton 
• 546-89-4 lithium acetate 
• 78173-00-9 ent-3β-chloro-10β-hydroxy-7-methoxycarbonyl-16-oxo-13-toluene-p-sulphonyloxy-17,20-bisnorgibberell-1-en-19-oic acid 19,10-lactone 

Downstream Products

• 78173-17-8 methyl ent-2β-acetoxy-10β-hydroxy-7-methoxycarbonyl-13-toluene-p-sulphonyloxy-20-norgibberell-16-en-19-oic acid 19,10-lactone 

Relevant articles and documents

Partial Syntheses of - and -Gibberellin A29 and Gibberellin A51 from Gibberellin A3

In the partial syntheses of the title compounds gibberellin A3 (GA3) is ozonised to the norketone and the methyl ester (12) is chlorinated with lithium chloride and toluene-p-sulphonyl chloride to give the 3α-chloro-13-alcohol (15) and its 13-toluene-p-sulphonate (14).The 13-alcohol (15) is converted, by tri-n-butylstannane reduction, then reaction with acetyl hypobromite, and reduction with thi-n-butylstannane, into the 2α-acetoxy-16-ketone (23).This intermediate (23) is converted successively into the 16-ene (24), the 2α-alcohol (25), the 2-ketone (26), - and -GA29 methyl esters (29) and (31), and finally into - and -GA29 (30) and (32).An attempt to convert the 3α-chloro-13-toluene-p-sulphonate (14) into GA29 by analogous reactions was abandoned since tri-n-butylstannane reduction of the 2α-acetoxy-13-toluene-p-sulphonates (18) and (19) resulted in extensive loss of the 13-toluene-p-sulphonyloxy-group.However the resultant 13-deoxy-compound (22) was converted into GA51 (37) as for the 13-alcohol (15).