131967-60-7

Basic information

• Product Name: (E)-(S)-3-[(2R,5S)-5-((R)-1-Benzyloxymethoxy-ethyl)-5-ethyl-tetrahydro-furan-2-yl]-5-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-phenyl)-hex-1-en-3-ol
• Synonyms: (E)-(S)-3-[(2R,5S)-5-((R)-1-Benzyloxymethoxy-ethyl)-5-ethyl-tetrahydro-furan-2-yl]-5-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-phenyl)-hex-1-en-3-ol
• CAS NO: 131967-60-7
• Molecular Weight: 610.832
• Mol File: 131967-60-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-(S)-3-[(2R,5S)-5-((R)-1-Benzyloxymethoxy-ethyl)-5-ethyl-tetrahydro-furan-2-yl]-5-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-phenyl)-hex-1-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(S)-3-[(2R,5S)-5-((R)-1-Benzyloxymethoxy-ethyl)-5-ethyl-tetrahydro-furan-2-yl]-5-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-phenyl)-hex-1-en-3-ol(131967-60-7)
• EPA Substance Registry System: (E)-(S)-3-[(2R,5S)-5-((R)-1-Benzyloxymethoxy-ethyl)-5-ethyl-tetrahydro-furan-2-yl]-5-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-phenyl)-hex-1-en-3-ol(131967-60-7)

Safety Data

• Hazardous Substances Data: 131967-60-7(Hazardous Substances Data)

Upstream product

• 131927-91-8 (3S)-1-<(2R,5S)-<(1R)-1-Benzyloxymethoxyethyl>-5-ethyltetrahydrofur-2-yl>-3-<(4S,5S)-5-ethyl-2,2-dimethyl-1,3-dioxan-4-yl>butan-1-one 
• 131967-58-3 (2S)-2-<(4S,5S)-5-Ethyl-2,2-dimethyl-1,3-dioxan-4-yl>propyl phenyl sulfone 
• 128531-41-9 (2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran 
• 52999-18-5 lithium 4-methoxy-phenylacetylide 

Downstream Products

• 131927-95-2 (2S)-2-<(2S,3S,5R)-5-<(2R,5S)-5-((1R)-Benzyloxymethoxyethyl)-5-ethyltetrahydrofur-2-yl>-5-<(1E)-2-(4-methoxyphenyl)ethenyl>-3-methyltetrahydrofur-2-yl>butan-1-ol 
• 131927-95-2 (2S)-2-<(2S,3S,5S)-5-<(2R,5S)-5-((1R)-Benzyloxymethoxyethyl)-5-ethyltetrahydrofur-2-yl>-5-<(1E)-2-(4-methoxyphenyl)ethenyl>-3-methyltetrahydrofur-2-yl>butan-1-ol 
• 41733-86-2 lasalocid benzyl ester 
• 131967-62-9 (2S)-2-<(2S,3S,5R)-5-<(2R,5S)-5-((1R)-1-Benzyloxymethoxyethyl)-5-ethyltetrahydrofur-2-yl>-5-ethenyl-3-methyltetrahydrofur-2-yl>butan-1-ol 
• 131927-96-3 (4S)-4-<(2S,3S,5R)-5-<(2R,5S)-5-((1R)-1-Benzyloxymethoxyethyl)-5-ethyltetrahydrofur-2-yl>-5-ethyl-3-methyltetrahydrofur-2-yl>hexan-3-one 
• 152934-49-1 (2R)-2-<(2S,3S,5R)-5-<(2R,5S)-5-((1R)-1-Benzyloxymethoxyethyl)-5-ethyltetrahydrofur-2-yl>-5-ethenyl-3-methyltetrahydrofur-2-yl>butanal 
• 152934-48-0 {(S)-2-[(2R,4S,5S,2'R,5'S)-5'-((R)-1-Benzyloxymethoxy-ethyl)-5'-ethyl-4-methyl-2-vinyl-octahydro-[2,2']bifuranyl-5-yl]-butoxy}-tert-butyl-dimethyl-silane 
• 152934-45-7 (2S)-2-<(2S,3S,5R)-5-<(2R,5S)-5-((1R)-Benzyloxymethoxyethyl)-5-ethyltetrahydrofur-2-yl>-5-<(1E)-2-(4-methoxyphenyl)ethenyl>-3-methyltetrahydrofur-2-yl>butyl tert-butyldimethylsilyl ether 
• 25999-31-9 lasalocid (X 537 A) 

Relevant articles and documents

Stereoselective synthesis of polyether antibiotics, lasalocid A and isolasalocid A, via a chelation-controlled formation of tetrahydrofuran rings under thermodynamic conditions

The B-rings (2,5-trans-tetrahydrofurans) of lasalocid A (6) and isolasalocid A (7) were stereoselectively constructed from the corresponding p-methoxyphenylallyl alcohols (13a, 13b) by treatment with ZnBr2 to give C13-C24 fragments (14a, 14b) via a new chelation-controlled cyclization under thermodynamic conditions. After their conversion into lasalocid ketone (19) and BOM-isolasalocid ketone (20), coupling with the C1-C11 aldehyde (22) completed the synthesis of 6 and 7, respectively.