(7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one

Base Information

Chemical Name:(7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one
CAS No.:325706-75-0
Molecular Formula:C₄₈H₆₂O₆SSi
Molecular Weight:795.168
Hs Code.:

(7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one

Synonyms:(7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one

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Chemical Property of (7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one

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Technology Process of (7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one

There total 18 articles about (7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one 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: 82.0%

: 214960-41-5
Acetic acid 2,2-dimethyl-1-methylene-3-phenylsulfanyl-propyl ester

: 325706-80-7
(2E,5R,7R,8R)-3-bromo-1-tert-butyldiphenylsilyloxy-7,8-di-O-isopropylidene-5-(4-methoxybenzyloxy)non-2-ene

: 325706-75-0
(7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one

Guidance literature:: With dichlorobis(tri-O-tolylphosphine)palladium; tributyltin methoxide; at 120 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c7ob00076f

Reference yield:

: 106987-88-6
2-[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]-1-ethanol

: 325706-75-0
(7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / DMSO; (COCl)2; Et₃N / -78 °C

2: zinc

3: NaH

4: n-BuLi

6: 73 percent / Bu₃SnOMe; Pd(o-tolyl3P)2Cl₂ / toluene / 1 h / 100 °C

With n-butyllithium; oxalyl dichloride; dichlorobis(tri-O-tolylphosphine)palladium; tributyltin methoxide; sodium hydride; dimethyl sulfoxide; triethylamine; zinc; In toluene;
DOI:10.1016/S0040-4039(00)01697-X

Reference yield:

: 111043-63-1
(3R,4R)-3,4-di-O-isopropylidenepentanal

: 325706-75-0
(7S,9R,10R)-5-[(E)-2-tert-butyldiphenylsilyloxyethylidene]-7-(4-methoxybenzyloxy)-2,2-dimethyl-1-phenylsulfanyl-9,10-di-O-isopropylideneundecan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: zinc

2: NaH

3: n-BuLi

5: 73 percent / Bu₃SnOMe; Pd(o-tolyl3P)2Cl₂ / toluene / 1 h / 100 °C

With n-butyllithium; dichlorobis(tri-O-tolylphosphine)palladium; tributyltin methoxide; sodium hydride; zinc; In toluene;
DOI:10.1016/S0040-4039(00)01697-X