(5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one

Base Information

Chemical Name:(5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one
CAS No.:147121-89-9
Molecular Formula:C₄₅H₆₄O₆Si₂
Molecular Weight:757.171
Hs Code.:

(5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one

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Chemical Property of (5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one

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Technology Process of (5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one

There total 5 articles about (5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-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:

: 147121-86-6
3-(1-Methyl-cyclohexyl)-3-oxo-propionic acid

: 147121-89-9
(5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / DMAP, DCC / CH₂Cl₂ / 12 h / 25 °C

2: 1) aq.tetra-n-propylammonium hydroxide, 2) aq.NaClO₄ / 1) THF, 25 deg C, 22 h, 2) phosphate buffer pH 4, 30 min

With dmap; sodium perchlorate; tetrapropylammonium hydroxide; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/jo00060a036

Reference yield:

: imidazol-1-yl-(1-methylcyclohexyl)methanone

: 147121-89-9
(5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1) LDA, 2) aq.NaOH

2: 97 percent / DMAP, DCC / CH₂Cl₂ / 12 h / 25 °C

3: 1) aq.tetra-n-propylammonium hydroxide, 2) aq.NaClO₄ / 1) THF, 25 deg C, 22 h, 2) phosphate buffer pH 4, 30 min

With dmap; sodium hydroxide; sodium perchlorate; tetrapropylammonium hydroxide; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jo00060a036

Reference yield:

: 147122-09-6
C₇₄H₁₀₁BrO₁₀Si₃

: 147121-89-9
(5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / toluene-d8 / 20 h / 111 - 114 °C

2: 97 percent / DMAP, DCC / CH₂Cl₂ / 12 h / 25 °C

3: 1) aq.tetra-n-propylammonium hydroxide, 2) aq.NaClO₄ / 1) THF, 25 deg C, 22 h, 2) phosphate buffer pH 4, 30 min

With dmap; sodium perchlorate; tetrapropylammonium hydroxide; dicyclohexyl-carbodiimide; In dichloromethane; ⁽²⁾H₈-toluene;
DOI:10.1021/jo00060a036