(3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate

Base Information

Chemical Name:(3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate
CAS No.:1379680-91-7
Molecular Formula:C₂₃H₃₈O₅Si
Molecular Weight:422.637
Hs Code.:

Synonyms:(3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate

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Chemical Property of (3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate

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Technology Process of (3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate

There total 11 articles about (3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate 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:

: 1379680-87-1
(3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-ol

: C₁₇H₂₃Cl₃O₄Si

: 1379680-91-7
(3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate

Guidance literature:: With dmap; In toluene; at 0 - 20 ℃; for 5h; Inert atmosphere;
DOI:10.1002/ejoc.201101603

Reference yield:

: 1379680-88-2
(3R,4R)-4-(4-methoxybenzyloxy)-5-oxopent-1-en-3-yl formate

: 1379680-91-7
(3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 12 h / 0 - 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

4: dmap / toluene / 5 h / 0 - 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/ejoc.201101603

Reference yield:

: 1379680-89-3
(2S,3R)-2-(4-methoxybenzyloxy)pent-4-ene-1,3-diol

: 1379680-91-7
(3R,4S)-4-(4-methoxybenzyloxy)pent-1-en-3-yl (3R)-3-(tert-butyldimethylsilyloxy)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 12 h / 0 - 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

3: dmap / toluene / 5 h / 0 - 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/ejoc.201101603