162189-52-8

Basic information

• Product Name: {(S)-3-[(4S,5R,6R)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-3-methoxy-prop-1-ynyl}-tert-butyl-dimethyl-silane
• Synonyms: {(S)-3-[(4S,5R,6R)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-3-methoxy-prop-1-ynyl}-tert-butyl-dimethyl-silane
• CAS NO: 162189-52-8
• Molecular Weight: 494.768
• Mol File: 162189-52-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: {(S)-3-[(4S,5R,6R)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-3-methoxy-prop-1-ynyl}-tert-butyl-dimethyl-silane(CAS DataBase Reference)
• NIST Chemistry Reference: {(S)-3-[(4S,5R,6R)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-3-methoxy-prop-1-ynyl}-tert-butyl-dimethyl-silane(162189-52-8)
• EPA Substance Registry System: {(S)-3-[(4S,5R,6R)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-3-methoxy-prop-1-ynyl}-tert-butyl-dimethyl-silane(162189-52-8)

Safety Data

• Hazardous Substances Data: 162189-52-8(Hazardous Substances Data)

Upstream product

• 162189-47-1 (S)-1-((2S,3R,4R,5R,6S)-4-Benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-3-(tert-butyl-dimethyl-silanyl)-prop-2-yn-1-ol 
• 162189-48-2 [(S)-3-((2S,3R,4R,5R,6S)-4-Benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-3-methoxy-prop-1-ynyl]-tert-butyl-dimethyl-silane 
• 162189-49-3 (2R,3R,4R,5S,6S)-8-(tert-Butyl-dimethyl-silanyl)-2-[1,3]dithian-2-yl-6-methoxy-4-methyl-oct-7-yne-3,5-diol 
• 162189-50-6 (R)-2-{(4R,5R,6S)-6-[(S)-3-(tert-Butyl-dimethyl-silanyl)-1-methoxy-prop-2-ynyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde 
• 220094-53-1 (S)-2-{(4S,5R,6S)-6-[(S)-3-(tert-Butyl-dimethyl-silanyl)-1-methoxy-prop-2-ynyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propan-1-ol 
• 162189-51-7 tert-Butyl-{(S)-3-methoxy-3-[(4S,5R,6R)-2,2,5-trimethyl-6-((R)-1-methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxan-4-yl]-prop-1-ynyl}-dimethyl-silane 

Downstream Products

• 162189-64-2 (E)-(1R,5S,10S,11R,14S,15S,16S,17S,18R)-1,17-Dihydroxy-10,11,18-trimethoxy-14,16-dimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one 
• 162189-56-2 [(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester 
• 162189-53-9 (4S,5R,6S)-4-[(S)-3-(tert-Butyl-dimethyl-silanyl)-1-methoxy-prop-2-ynyl]-6-[(E)-(1S,4R,5S,10S)-10-(tert-butyl-dimethyl-silanyloxy)-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl]-2,2,5-trimethyl-[1,3]dioxane 
• 220094-56-4 tert-Butyl-{(E)-(1S,6S,7R,10S)-6,7-dimethoxy-10-[(4S,5R,6S)-6-((S)-1-methoxy-prop-2-ynyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-phenyl-undec-8-enyloxy}-dimethyl-silane 
• 220094-57-5 (S)-4-{(4S,5R,6S)-6-[(E)-(1S,4R,5S,10S)-10-(tert-Butyl-dimethyl-silanyloxy)-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-4-methoxy-but-2-ynoic acid ethyl ester 
• 162189-61-9 [(2R,3R,4S,5R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-2,3-dimethoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid 
• 122547-72-2 (1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one 
• 220094-58-6 [(2R,3R,4S,5R,6S)-6-((E)-(1S,4R,5S,10S)-10-Acetoxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-4-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid 2-trimethylsilanyl-ethyl ester 
• 220094-59-7 Thexyldimethylsilyl 5-O-(tert-butyldiphenylsilyl)-2-desmethyl-17-hydroxy-3-O-methyl-1,17-secosoraphenic ester 
• 220094-61-1 (E)-(1R,5S,10S,11R,14S,15S,16R,17S,18R)-17-(tert-Butyl-diphenyl-silanyloxy)-1,10,11,18-tetramethoxy-14,16-dimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one 

Relevant articles and documents

Total synthesis of soraphen A(1α)

The convergent synthesis of macrolide soraphen A(1α) is described starting from glucose (western part) and mannose (eastern part). Mannose was converted into a 2-deoxyribohexopyranoside that could be methylated and reduced stereoselectively. Chain elongation at C-6 was carried out by stereoselective addition of a magnesium acctylide. The two fragments (western and eastern) were assembled by a Julia olefination followed by macrolactonization. The introduction of the methyl group at C-2 of norsoraphen occurred stereoselectively for thermodynamic reasons.