102795-00-6

Basic information

• Product Name: (2S,3S)-1-Benzenesulfonyl-2-methyl-hex-5-yn-3-ol
• CAS NO: 102795-00-6
• Molecular Weight: 252.334
• Mol File: 102795-00-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,3S)-1-Benzenesulfonyl-2-methyl-hex-5-yn-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-1-Benzenesulfonyl-2-methyl-hex-5-yn-3-ol(102795-00-6)
• EPA Substance Registry System: (2S,3S)-1-Benzenesulfonyl-2-methyl-hex-5-yn-3-ol(102795-00-6)

Safety Data

• Hazardous Substances Data: 102795-00-6(Hazardous Substances Data)

Upstream product

• 115352-49-3 (2S,3S)-1-Benzenesulfonyl-2-methyl-6-trimethylsilanyl-hex-5-yn-3-ol 
• 102794-94-5 (R)-4-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-2-phenyl-[1,3]dioxane 
• 102794-95-6 (2S,3R)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-3-ol 
• 102794-97-8 (2S,3S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-3-ol 
• 102795-15-3 (3R,4S)-5-Benzenesulfonyl-4-methyl-pentane-1,3-diol 
• 102795-03-9 (2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol 
• 102795-04-0 Acetic acid (2R,3S,6S)-2-((S)-2-benzenesulfonyl-1-methyl-ethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-yl ester 
• 102795-09-5 Toluene-4-sulfonic acid (2R,3S)-4-benzenesulfonyl-2-hydroxy-3-methyl-butyl ester 
• 102795-05-1 Acetic acid (2R,3S,6S)-2-((S)-2-benzenesulfonyl-1-methyl-ethyl)-6-hydroxy-3,6-dihydro-2H-pyran-3-yl ester 
• 102795-02-8 (2R,3S,6S)-2-((E)-2-Benzenesulfonyl-2-trimethylsilanyl-vinyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol 
• 102795-06-2 Acetic acid (2R,3S)-2-((S)-2-benzenesulfonyl-1-methyl-ethyl)-6-oxo-3,6-dihydro-2H-pyran-3-yl ester 
• 102795-07-3 (S)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3,6-dihydro-pyran-2-one 
• 102795-08-4 (2R,3S)-4-Benzenesulfonyl-3-methyl-butane-1,2-diol 
• 102850-53-3 (R)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-oxirane 

Downstream Products

• 102795-17-5 [(2S,3S)-3-(1-Ethoxy-ethoxy)-2-methyl-hex-5-yne-1-sulfonyl]-benzene 
• 102795-10-8 (2S,5R,10S,11S)-12-Benzenesulfonyl-5-benzyloxy-10-(1-ethoxy-ethoxy)-2-hydroxy-11-methyl-1-((R)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-dodec-7-yn-6-one 
• 102795-14-2 (2S,6R,8S,11R)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-11-benzyloxy-4-methyl-8-((R)-2,2,4-trimethyl-[1,3]dioxolan-4-ylmethyl)-1,7-dioxa-spiro[5.5]undec-4-ene 
• 102795-11-9 (Z)-(2S,5R,10S,11S)-12-Benzenesulfonyl-5-benzyloxy-10-(1-ethoxy-ethoxy)-2-hydroxy-8,11-dimethyl-1-((R)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-dodec-7-en-6-one 
• 102795-12-0 (3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one 
• 102795-13-1 (E)-(3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-6,9-dimethyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-en-4-one 
• 102795-18-6 (3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-ol 
• 102795-11-9 (E)-(2S,5R,10S,11S)-12-Benzenesulfonyl-5-benzyloxy-10-(1-ethoxy-ethoxy)-2-hydroxy-8,11-dimethyl-1-((R)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-dodec-7-en-6-one 

Relevant articles and documents

Synthesis of a marine polyether toxin, okadaic acid [1]1 1 Full Paper corresponding to the communications, M. Isobe, Y. Ichikawa and T. Goto, Tetrahedron Lett., 26, 5199 (1985); M. Isobe, Y. Ichikawa, D-L. Bai and T. Goto, Tetrahedron Lett., 26, 5203 (1985). - strategy and synthesis of segment a

The title compound was divided into three retrosynthetic segments A, B and C, by disconnecting two C-C bonds at C- 14 15 and C- 27 28. Segment A for okadaic acid synthesis comprises the carbon skeleton from C-1 through C-14, which was further disconnected at the bonds between C-8 and C-9 into two fragments A1 and A2. Each fragment was synthesized in the optically active form from D-glucose derivatives. Key steps are the oxymercuration and anti-selective heteroconjugate addition to elaborate the asymmetric carbons on acyclic parts of these fragments. The coupling was facilitated between the acetylenic carbanion and the lactone carbonyl of the respective fragments. The segment A was synthesized in 36 steps.