(S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol

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Chemical Name:(S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol
CAS No.:898551-97-8
Molecular Formula:C₂₉H₄₂O₆Si
Molecular Weight:514.734
Hs Code.:

Synonyms:(S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol

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Chemical Property of (S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol

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Technology Process of (S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol

There total 6 articles about (S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-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: 82.0%

: tert-Butyl-((2R,4aR,6S,7R,8aS)-6-{5-[(S)-1-(2-ethoxy-ethoxy)-but-3-enyl]-furan-2-ylmethyl}-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

: 898551-97-8
(S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In water; tert-butyl alcohol; at 20 ℃; for 13h;
DOI:10.1016/j.tetlet.2006.04.018

Reference yield:

: 2-[(S)-1-(2-Ethoxy-ethoxy)-but-3-enyl]-furan

: 898551-97-8
(S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi; HMPA / tetrahydrofuran / 0.12 h / -78 °C

1.2: HMPA / tetrahydrofuran / 0.5 h / -78 °C

2.1: 82 percent / PPTS / 2-methyl-propan-2-ol; H₂O / 13 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; pyridinium p-toluenesulfonate; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.04.018

Reference yield:

: Trifluoro-methanesulfonic acid (2R,4aR,6S,7R,8aS)-7-hydroxy-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl ester

: 898551-97-8
(S)-1-{5-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl]-furan-2-yl}-but-3-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 1 h / -78 - -10 °C

2.1: n-BuLi; HMPA / tetrahydrofuran / 0.12 h / -78 °C

2.2: HMPA / tetrahydrofuran / 0.5 h / -78 °C

3.1: 82 percent / PPTS / 2-methyl-propan-2-ol; H₂O / 13 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; pyridinium p-toluenesulfonate; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.04.018