ChemicalBook CAS DataBase List (4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione

(4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione synthesis

13synthesis methods

Product Name:(4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione
CAS Number:189453-35-8
Molecular formula:C39H69NO5SSi2
Molecular Weight:720.2

193146-26-8 Synthesis

(3S,6R,7S,12Z,15S,16E)-3,7-Bis-{[tert-butyl(dimethyl)silyl]oxy}-15-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)-5-oxoheptadeca-12,16-dienoic Acid

193146-26-8
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(4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione

189453-35-8
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Yield:189453-35-8 90%

Reaction Conditions:

Stage #1: (3S,6R,7S,8S,12Z,15S,16E)-3,7-bis{[tert-butyl(dimethyl)silyl]oxy}-15-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)-5-oxoheptadeca-12,16-dienoic acidwith 2,4,6-trichlorobenzoyl chloride;triethylamine in tetrahydrofuran at 20; for 0.333333 h;
Stage #2: with dmap in tetrahydrofuran;toluene; for 1 h;

References:

Sawada, Daisuke;Kanai, Motomu;Shibasaki, Masakatsu [Journal of the American Chemical Society,2000,vol. 122,# 43,p. 10521 - 10532]

1,5-Hexadien-3-ol, 2-methyl-1-(2-methyl-4-thiazolyl)-, (1E,3S)-

187283-46-1
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189453-35-8
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References

2-Propenal, 2-methyl-3-(2-methyl-4-thiazolyl)-, (2E)-

184246-38-6
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189453-35-8
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References

20949-84-2 Synthesis

20949-84-2
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189453-35-8
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References

1,5-Hexadien-3-ol, 2-methyl-1-(2-methyl-4-thiazolyl)-, 3-acetate, (1E,3S)-

188259-62-3
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189453-35-8
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References

(4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione Related Search:

(αR,βS)-β-[[(1,1-DiMethylethoxy)carbonyl]aMino]-α-hydroxy-4-(phenylMethoxy)-benzenepropanoic Acid Ethyl Ester Epothilone B 6-CHLORO-4-CHLOROMETHYL-7-HYDROXY-CHROMEN-2-ONE (4S,5R)-2,2-DiMethyl-4-[4-(phenylMethoxy)phenyl]-N-DiMethylethoxycarbonyl-3,5-oxazolidinecarboxylic Acid Ethyl Ester (3S,6R,7S,12Z,15S,16E)-3,7-Bis-{[tert-butyl(dimethyl)silyl]oxy}-15-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)-5-oxoheptadeca-12,16-dienoic Acid Methyl (2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate (4S,5R)-2,2-DiMethyl-4-[4-(phenylMethoxy)phenyl]-3,5-oxazolidinedicarboxylic Acid 3-(1,1-DiMethylethyl) Ester 2-Bromobenzene-1,3-dialdehyde 4-[(1E,3S,5Z,8R/S,10S)-3,11-Bis-{[tert-butyl(dimethyl)silyl]oxy}-2,6,10-trimethyl-8-(phenylsulfonyl)undeca-1,5-dienyl]-2-methyl-1,3-thiazole 2'-O-(tert-Butyldimethylsilyl)-6,7-dehydropaclitaxel

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(4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione synthesis

(4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione Related Search: