(2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

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Chemical Name:(2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran
CAS No.:357419-66-0
Molecular Formula:C₃₇H₆₈O₇Si₂
Molecular Weight:681.114
Hs Code.:

(2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

Synonyms:(2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

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Chemical Property of (2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

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Technology Process of (2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

There total 13 articles about (2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran 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: 99.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 357419-53-5
(2S,3R,4S,5R,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran-4-ol

: 357419-66-0
(2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1002/chem.200600461

Reference yield:

: 2930-05-4,14618-80-5,89616-40-0,16495-13-9
(S)-benzyl glycidyl ether

: 357419-66-0
(2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 7 steps

1.1: nBuLi / hexane; tetrahydrofuran / 0.17 h

1.2: BF₃*OEt₂ / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 16 h / 40 °C

3.1: 8.8 g / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h

4.1: LiEt₃BH; Cp₂ZrCl₂ / tetrahydrofuran / 0.25 h

4.2: 88 percent / N-iodosuccinimide / tetrahydrofuran / 0.17 h

5.1: tBuLi / pentane; diethyl ether / 1.5 h / -78 °C

5.2: diethyl ether; pentane; toluene / 3.5 h

6.1: 1.58 g / pyridinium p-toluene sulfonate / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; zirconocene dichloride; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; lithium triethylborohydride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; pentane;
DOI:10.1002/chem.200600461

Reference yield:

: 357419-50-2
(2S)-1-O-benzyl-2-methoxypent-4-yn-1-ol

: 357419-66-0
(2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiEt₃BH; Cp₂ZrCl₂ / tetrahydrofuran / 0.25 h

1.2: 88 percent / N-iodosuccinimide / tetrahydrofuran / 0.17 h

2.1: tBuLi / pentane; diethyl ether / 1.5 h / -78 °C

2.2: diethyl ether; pentane; toluene / 3.5 h

3.1: 1.58 g / pyridinium p-toluene sulfonate / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

With 2,6-dimethylpyridine; zirconocene dichloride; tert.-butyl lithium; pyridinium p-toluenesulfonate; lithium triethylborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1002/chem.200600461