(3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one

Base Information

Chemical Name:(3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one
CAS No.:259656-58-1
Molecular Formula:C₄₉H₈₄O₇Si₃
Molecular Weight:869.458
Hs Code.:

(3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one

Synonyms:(3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one

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Chemical Property of (3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one

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Technology Process of (3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one

There total 20 articles about (3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-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:

: (3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-ol

: 259656-58-1
(3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1021/ol991290v

Reference yield:

: (2S,4R)-2-[2-(4-Methoxy-phenyl)-ethyl]-4-((S)-1-methyl-allyl)-[1,3]dioxane

: 259656-58-1
(3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 - 25 °C

2.1: 97 percent / imidazole / CH₂Cl₂ / 1 h / 25 °C

3.1: BH₃*THF / 10 h / -40 °C

3.2: 85 percent / NaOH; H₂O₂ / 0.5 h / 25 °C

4.1: 96 percent / imidazole; Ph₃P; I₂ / tetrahydrofuran / 0.5 h / 0 °C

5.1: 81 percent / tert-butyllithium / diethyl ether; pentane / 0.5 h / -78 °C

6.1: 4.1 g / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; borane-THF; iodine; tert.-butyl lithium; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 1.1: Hydrogenation / 2.1: Addition / 3.1: Oxidation / 3.2: Oxidation / 4.1: Substitution / 5.1: Addition / 6.1: Oxidation;
DOI:10.1021/ol991290v

Reference yield:

: 121099-21-6,121099-20-5
(3R,4S)-1-[(tert-butyldimethylsilyl)oxy]-4-methylhex-5-en-3-ol

: 259656-58-1
(3R,4S,10R)-1,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-10-[(S)-1-(4-methoxy-benzyloxy)-3-trimethylsilanyl-prop-2-ynyl]-4-methyl-tetradecan-7-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / TBAF*THF / tetrahydrofuran / 0.5 h / 25 °C

2.1: 98 percent / CSA / CH₂Cl₂ / 6 h / 25 °C

3.1: 91 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 - 25 °C

4.1: 97 percent / imidazole / CH₂Cl₂ / 1 h / 25 °C

5.1: BH₃*THF / 10 h / -40 °C

5.2: 85 percent / NaOH; H₂O₂ / 0.5 h / 25 °C

6.1: 96 percent / imidazole; Ph₃P; I₂ / tetrahydrofuran / 0.5 h / 0 °C

7.1: 81 percent / tert-butyllithium / diethyl ether; pentane / 0.5 h / -78 °C

8.1: 4.1 g / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; borane-THF; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 1.1: Reduction / 2.1: Cycloaddition / 3.1: Hydrogenation / 4.1: Addition / 5.1: Oxidation / 5.2: Oxidation / 6.1: Substitution / 7.1: Addition / 8.1: Oxidation;
DOI:10.1021/ol991290v