(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

Base Information

Chemical Name:(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester
CAS No.:910046-83-2
Molecular Formula:C₄₅H₇₂O₈SSi₂
Molecular Weight:829.299
Hs Code.:

(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

Synonyms:(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

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Chemical Property of (3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

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Technology Process of (3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

There total 5 articles about (3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

: 910046-54-7
(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

: 910046-83-2
(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

Guidance literature:: With phosphate buffer; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 1.5h; pH=7.0;
DOI:10.1021/ol061173h

Reference yield:

: 910046-78-5
acetic acid 5-(tert-butyl-dimethyl-silanyloxy)-1-[4-(tert-butyl-diphenyl-silanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxy-benzyloxy)-pentyl]-2,2-dimethyl-3-methylene-oct-7-enyl ester

: 910046-83-2
(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: OsO₄; H₂O; 4-methylmorpholine N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol / 12 h / cooling

2: 134 mg / NaIO₄; aq. phosphate buffer / tetrahydrofuran / 3 h / 20 °C / pH 7.0

3: 97 percent / 2-methyl-2-butene; aq. KH₂PO₄; sodium chlorite / 2-methyl-propan-2-ol / 1 h / -10 °C

4: 94 percent / CH₂Cl₂; methanol; diethyl ether / 0.33 h / 20 °C

5: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; aq. phosphate buffer / CH₂Cl₂ / 1.5 h / 20 °C / pH 7.0

With sodium chlorite; sodium periodate; potassium dihydrogenphosphate; osmium(VIII) oxide; phosphate buffer; 2-methyl-but-2-ene; water; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1021/ol061173h

Reference yield:

: 910046-65-0
acetic acid (1S,5R)-5-(tert-butyldimethylsilanyloxy)-1-[(2S,4R)-4-(tert-butyldiphenylsilanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxybenzyloxy)pentyl]-2,2-dimethyl-3-methylene-7-oxoheptyl ester

: 910046-83-2
(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-hydroxy-6,6-dimethyl-5-methylenedodecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 2-methyl-2-butene; aq. KH₂PO₄; sodium chlorite / 2-methyl-propan-2-ol / 1 h / -10 °C

2: 94 percent / CH₂Cl₂; methanol; diethyl ether / 0.33 h / 20 °C

3: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; aq. phosphate buffer / CH₂Cl₂ / 1.5 h / 20 °C / pH 7.0

With sodium chlorite; potassium dihydrogenphosphate; phosphate buffer; 2-methyl-but-2-ene; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1021/ol061173h