(E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol

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Chemical Name:(E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol
CAS No.:83061-09-0
Molecular Formula:C₄₁H₆₀O₆Si
Molecular Weight:677.009
Hs Code.:

(E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol

Synonyms:(E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol

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Chemical Property of (E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol

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Technology Process of (E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol

There total 8 articles about (E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol 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:

: 83061-03-4
(1S,2S,3R)-3-(2-Benzyloxy-ethyl)-2-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-cyclopentanol

: 83061-09-0
(E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) CrO₃*2Py, 2.) MCPBA, NaHCO₃, <(Me)3CC₆H₂(Me)OH>2S / 1.) CH₂Cl₂, 0 deg C (10 min) -> 25 deg C (30 min), 2.) 0 deg C

2: LDA / tetrahydrofuran / -78 deg C -> -40 deg C

3: hydrogen / Pd-C / ethanol

4: CrO₃*2Py / CH₂Cl₂

5: TsOH

6: 95 percent / LiAlH₄ / diethyl ether / 0 °C

7: 95 percent / CrO₃*2Py / CH₂Cl₂ / 1 h / 0 °C

With lithium aluminium tetrahydride; <(Me)3CC6H2(Me)OH>2S; hydrogen; dipyridine chromium trioxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00385a038

Reference yield:

: 83061-04-5
(5R,6S)-5-(2-Benzyloxy-ethyl)-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-pyran-2-one

: 83061-09-0
(E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: LDA / tetrahydrofuran / -78 deg C -> -40 deg C

2: hydrogen / Pd-C / ethanol

3: CrO₃*2Py / CH₂Cl₂

4: TsOH

5: 95 percent / LiAlH₄ / diethyl ether / 0 °C

6: 95 percent / CrO₃*2Py / CH₂Cl₂ / 1 h / 0 °C

With lithium aluminium tetrahydride; hydrogen; dipyridine chromium trioxide; toluene-4-sulfonic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00385a038

Reference yield:

: (5R,6S)-5-(2-Benzyloxy-ethyl)-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-methyl-tetrahydro-pyran-2-one

: 83061-09-0
(E)-(2R,3R)-1-{(2S,3R,5S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methoxy-tetrahydro-furan-3-yl}-7-((4R,5R)-4-ethyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2,6-dimethyl-hept-6-en-4-yn-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen / Pd-C / ethanol

2: CrO₃*2Py / CH₂Cl₂

3: TsOH

4: 95 percent / LiAlH₄ / diethyl ether / 0 °C

5: 95 percent / CrO₃*2Py / CH₂Cl₂ / 1 h / 0 °C

With lithium aluminium tetrahydride; hydrogen; dipyridine chromium trioxide; toluene-4-sulfonic acid; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00385a038