(4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-one

Base Information

Chemical Name:(4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-one
CAS No.:141207-24-1
Molecular Formula:C₄₁H₇₂O₅Si₂
Molecular Weight:701.191
Hs Code.:

(4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-one

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Chemical Property of (4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-one

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Technology Process of (4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-one

There total 17 articles about (4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-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: 96.0%

: 141207-23-0
(8Z,13E,17E)-(3R,4S,11S,16R)-19-Benzyloxy-3,11-bis-(tert-butyl-dimethyl-silanyloxy)-4,14,16-trimethyl-nonadeca-8,13,17-trien-7-one

: 141207-24-1,141271-00-3
(4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-one

Guidance literature:: With sodium hydroxide; dihydrogen peroxide; In methanol; water; Ambient temperature;
DOI:10.3987/COM-91-S17

Reference yield:

: 123410-67-3
(5S,6R)-6-ethyl-5-methyltetrahydro-2H-pyran-2-one

: 141207-24-1,141271-00-3
(4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: n-BuLi / tetrahydrofuran / -78 - -5 °C

2: imidazole / dimethylformamide

3: 91 percent / H₂ / Pd(CaCO₃)Pb / benzene / Ambient temperature

4: 96 percent / 30percent H₂O₂, 0.5 N NaOH / methanol; H₂O / Ambient temperature

With 1H-imidazole; sodium hydroxide; n-butyllithium; hydrogen; dihydrogen peroxide; palladium on calcium fluoride poisoned with lead; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.3987/COM-91-S17

Reference yield:

: 123372-89-4
(4S,5R)-4-Methyl-heptane-1,5-diol

: 141207-24-1,141271-00-3
(4S,5R)-1-{3-[(4E,8E)-(2R,7R)-10-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-deca-4,8-dienyl]-oxiranyl}-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-heptan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / O₂, Pt black / H₂O / 55 °C

2: n-BuLi / tetrahydrofuran / -78 - -5 °C

3: imidazole / dimethylformamide

4: 91 percent / H₂ / Pd(CaCO₃)Pb / benzene / Ambient temperature

5: 96 percent / 30percent H₂O₂, 0.5 N NaOH / methanol; H₂O / Ambient temperature

With 1H-imidazole; sodium hydroxide; n-butyllithium; hydrogen; dihydrogen peroxide; oxygen; platinum; palladium on calcium fluoride poisoned with lead; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.3987/COM-91-S17