147514-08-7

Basic information

• Product Name: 5,6-O-(2-Propylidene)-N-desalanyl-N-<(4-methylphenyl)methanesulfonyl>actinobolin
• CAS NO: 147514-08-7
• Molecular Weight: 437.514
• Mol File: 147514-08-7.mol

Chemical Properties

• CAS DataBase Reference: 5,6-O-(2-Propylidene)-N-desalanyl-N-<(4-methylphenyl)methanesulfonyl>actinobolin(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-O-(2-Propylidene)-N-desalanyl-N-<(4-methylphenyl)methanesulfonyl>actinobolin(147514-08-7)
• EPA Substance Registry System: 5,6-O-(2-Propylidene)-N-desalanyl-N-<(4-methylphenyl)methanesulfonyl>actinobolin(147514-08-7)

Safety Data

• Hazardous Substances Data: 147514-08-7(Hazardous Substances Data)

Upstream product

• 99440-80-9 Oxo-acetic acid cyclohex-3-enyl ester 
• 99440-81-0 endo-4-hydroxy-2-oxabicyclo<3.3.1>non-6-en-3-one 
• 126423-69-6 N-{(S)-1-[(3aS,4S,6S,7aS)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-2-hydroxy-propyl}-C-p-tolyl-methanesulfonamide 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 147425-42-1 (4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one 
• 147425-35-2 Methyl 4-azido-3-O-benzoyl-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside 
• 147425-46-5 methyl 3‐O‐benzoyl‐2‐O‐benzyl‐α‐D-glucopyranoside 
• 158548-99-3 (4R,5R)-4-{(S)-[(4R,5R)-2,2-Dimethyl-5-(2-phenylsulfanylmethyl-allyl)-[1,3]dioxolan-4-yl]-hydroxy-methyl}-5-methyl-oxazolidin-2-one 
• 158548-94-8 [(1S,2S,3S)-3-Benzyloxy-2,4-dihydroxy-1-((R)-1-hydroxy-ethyl)-butyl]-carbamic acid ethyl ester 
• 147425-38-5 (1'S,2'S,4R,5R)-4-<2'-(Benzyloxy)-1',3'-dihydropropyl>-5-methyl-2-oxazolidinone 
• 76375-66-1 methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 147425-45-4 (1'R,2'S,3'R,4S,5R)-4-<5'-Oxo-2',3'-(2-propylidenedioxy)cyclohexyl>-5-methyl-3-<(4-methylphenyl)methanesulfonyl>-2-oxazolidinone 
• 158549-02-1 (1'R,2'S,3'R,4S,5R)-4-<5'-Methylidene-2',3'-(2-propylidenedioxy)cyclohexyl>-5-methyl-3-<(4-methylphenyl)methanesulfonyl>-2-oxazolidinone 
• 147425-43-2 (1'S,2'S,3'R,4S,5R)-3,1'-O-(Thiocarbonyl)-4-<1'-hydroxy-5'-<(phenylthio)methyl>-2',3'-(2-propylidenedioxy)-5'-hexenyl>-5-methyl-2-oxazolidinone 

Downstream Products

• 99440-90-1 [(S)-1-((3S,4S,4aS,5S,6S)-5,6,8-Trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-ylcarbamoyl)-ethyl]-carbamic acid benzyl ester 
• 88549-95-5 N-Cbz-actinobolin 

Relevant articles and documents

Diastereoselective synthesis of actinobolin from D-glucose by application of a novel [3+3] annulation

The synthesis of 5,6-O-(2-propylidene)-N-desalanyl-N-[(4-methylphenyl)methanesulfonyl]a ctinobolin (37) is reported. The carbocyclic ring of 37 is constructed by a novel [3+3] annulation method involving sequential two-electron and one-electron allylation

The diastereoselective synthesis of (+)-actinobolin from D-glucose

The carbocyclic ring of actinobolin was constructed by a [3 + 3] annulation of a D-galactosamine derivative with 3-phenylthio-2-(trimethylsilylmethyl)propene. Formation of the lactone and acylation with L-alanine according to literature precedent gave (+)

Stereoselective total syntheses of the antitumor antibiotics (+)-actinobolin and (-)-bactobolin from a common bridged lactone intermediate

Efficient, highly steroselective approaches have been developed to (+)-actinobolin (1) and (-)-bactobolin (3) from bridged α-keto lactone 11, which can be readily prepared via intramolecular SnCl4 catalyzed ene reaction of cyclohexenol glyoxyla