[2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one

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Chemical Name:[2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one
CAS No.:203454-58-4
Molecular Formula:C₅₆H₆₈O₇Si
Molecular Weight:881.237
Hs Code.:

[2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one

Synonyms:[2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one

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Chemical Property of [2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one

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Technology Process of [2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one

There total 20 articles about [2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-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: 77.0%

: 203454-56-2
[2R,5S,9RS,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-decan-7-one

: 203454-58-4
[2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one

Guidance literature:: With pyridine; chromium(VI) oxide; Celite; In dichloromethane;
DOI:10.1002/anie.199727381

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 203454-58-4
[2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / -78 °C

2.1: di-n-butyl-boron triflate / CH₂Cl₂ / 0.75 h / -78 °C

2.2: 5.85 g / CH₂Cl₂ / 2 h / -78 °C

3.1: 77 percent / CrO₃; celite; pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; chromium(VI) oxide; Celite; di-n-butylboryl trifluoromethanesulfonate; In dichloromethane; 1.1: Substitution / 2.1: Isomerization / 2.2: Condensation / 3.1: Oxidation;
DOI:10.1016/S0040-4020(99)00438-X

Reference yield:

: 74924-27-9
methyl (S)-3-benzyloxy-2-methylpropanoate

: 203454-58-4
[2R,5S,10(4S,6S)]-1-[(phenyl)-methoxy]-2-(methyl)-3-(methylene)-5-(triethylsiloxy)-9-(hydroxy)-10-[2-phenyl-4-(triphenylmethyloxy)-ethyl-1,3-dioxan-6-yl]-8-decen-7-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: Mg / tetrahydrofuran / 1.5 h

1.2: CeCl₃ / tetrahydrofuran / -78 - 25 °C

1.3: 84 percent / SiO₂; aq. HCl / CH₂Cl₂ / 25 °C

2.1: SnCl₄ / CH₂Cl₂ / 1 h / -78 °C

2.2: CH₂Cl₂ / 0.5 h / -78 °C

3.1: 98 percent / pyridinium p-toluenesulfonate / acetone / 5 h / Heating

4.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / -78 °C

5.1: di-n-butyl-boron triflate / CH₂Cl₂ / 0.75 h / -78 °C

5.2: 5.85 g / CH₂Cl₂ / 2 h / -78 °C

6.1: 77 percent / CrO₃; celite; pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; chromium(VI) oxide; Celite; di-n-butylboryl trifluoromethanesulfonate; pyridinium p-toluenesulfonate; tin(IV) chloride; magnesium; In tetrahydrofuran; dichloromethane; acetone; 1.1: Metallation / 1.2: Grignard reaction / 1.3: Elimination / 2.1: Metallation / 2.2: Condensation / 3.1: Hydrolysis / 4.1: Substitution / 5.1: Isomerization / 5.2: Condensation / 6.1: Oxidation;
DOI:10.1016/S0040-4020(99)00438-X