(E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol

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Chemical Name:(E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol
CAS No.:350046-07-0
Molecular Formula:C₅₂H₇₄O₆Si₂
Molecular Weight:851.327
Hs Code.:

(E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol

Synonyms:(E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol

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Chemical Property of (E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol

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Technology Process of (E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol

There total 17 articles about (E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-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: 76.0%

: 240821-04-9
(2E,4R)-5-(tert-butyldiphenylsilyloxy)-2-iodo-4-methyl-2-pentene

: 350046-06-9
(2S,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-carbaldehyde

: 350046-07-0
(E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol

Guidance literature:: With tert.-butyl lithium; In diethyl ether; at -78 ℃;
DOI:10.1016/S0040-4039(01)00530-5

Reference yield:

: 131310-58-2
(2S,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxirane-2-carbaldehyde

: 350046-07-0
(E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 89 percent / PhCO₂H / benzene / 20 °C

2.1: 97 percent / TBAF / tetrahydrofuran / 20 °C

3.1: 78 percent / PPTS / CH₂Cl₂ / 20 °C

4.1: 95 percent / hydrogen / Pd/C / methanol / 20 °C

5.1: 91 percent / LiAlH₄ / diethyl ether / 0 °C

6.1: 90 percent / KH / tetrahydrofuran / 0 °C

7.1: 91 percent / CSA; MeOH / CH₂Cl₂ / 20 °C

8.1: 96 percent / imidazole / dimethylformamide / 70 °C

9.1: 92 percent / CSA; MeOH / CH₂Cl₂ / 0 °C

10.1: (COCl)2; DMSO / CH₂Cl₂ / -78 °C

10.2: 89 percent / Et₃N / -78 - 20 °C

11.1: 76 percent / t-BuLi / diethyl ether / -78 °C

With 1H-imidazole; methanol; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hydride; dimethyl sulfoxide; benzoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Wittig reaction / 10.1: Swern oxidation;
DOI:10.1016/S0040-4039(01)00530-5

Reference yield:

: 350045-95-3
(E)-3-[(2R,3R)-3-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-methyl-oxiranyl]-acrylic acid methyl ester

: 350046-07-0
(E)-(R)-1-[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-en-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 78 percent / PPTS / CH₂Cl₂ / 20 °C

2.1: 95 percent / hydrogen / Pd/C / methanol / 20 °C

3.1: 91 percent / LiAlH₄ / diethyl ether / 0 °C

4.1: 90 percent / KH / tetrahydrofuran / 0 °C

5.1: 91 percent / CSA; MeOH / CH₂Cl₂ / 20 °C

6.1: 96 percent / imidazole / dimethylformamide / 70 °C

7.1: 92 percent / CSA; MeOH / CH₂Cl₂ / 0 °C

8.1: (COCl)2; DMSO / CH₂Cl₂ / -78 °C

8.2: 89 percent / Et₃N / -78 - 20 °C

9.1: 76 percent / t-BuLi / diethyl ether / -78 °C

With 1H-imidazole; methanol; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hydride; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 8.1: Swern oxidation;
DOI:10.1016/S0040-4039(01)00530-5