(E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-en-1-ol

Base Information

Chemical Name:(E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-en-1-ol
CAS No.:834917-11-2
Molecular Formula:C₃₉H₆₂O₈Si₂
Molecular Weight:715.087
Hs Code.:

Synonyms:(E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-en-1-ol

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Chemical Property of (E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-en-1-ol

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Technology Process of (E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-en-1-ol

There total 6 articles about (E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-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: 89.0%

: 834916-74-4
(E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-enoic acid methyl ester

: 834917-11-2
(E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃;
DOI:10.1002/anie.200461802

Reference yield:

: 994-30-9
triethylsilyl chloride

: 834917-11-2
(E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran / 40 °C

2: DIPEA; n-Bu₄NBr / CH₂Cl₂ / Heating

3: 89 percent / DIBAL-H / tetrahydrofuran / -78 °C

With tetrabutylammomium bromide; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200461802

Reference yield:

: 3006-41-5,20771-09-9,25152-90-3,97232-16-1,104022-77-7,113566-67-9,113566-68-0
4,6-O-benzylidene-D-glucose

: 834917-11-2
(E)-(4S,5S)-2-Allyl-5-(4-methoxy-benzyloxymethoxy)-5-((2R,4S,5R)-2-phenyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl)-4-triethylsilanyloxy-pent-2-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / Heating

2: Et₃N / tetrahydrofuran / 40 °C

3: DIPEA; n-Bu₄NBr / CH₂Cl₂ / Heating

4: 89 percent / DIBAL-H / tetrahydrofuran / -78 °C

With tetrabutylammomium bromide; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Wittig reaction;
DOI:10.1002/anie.200461802