(2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan

Base Information

Chemical Name:(2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan
CAS No.:87681-37-6
Molecular Formula:C₁₈H₃₀O₃Si
Molecular Weight:322.52
Hs Code.:

Synonyms:(2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan

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Technology Process of (2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan

There total 6 articles about (2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan 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: 27.0%

: 571167-73-2
(2S)-tetrahydro-5-hydroxy-2-(benzyloxymethyl)furan

: 18162-48-6
tert-butyldimethylsilyl chloride

: 87727-31-9
(2S,5R)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan

: 87681-37-6
(2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/ja00294a049

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 87681-37-6
(2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / silver oxide / dimethylformamide

2: DIBAL-H (alfa 20percent in hexane) / diethyl ether; methanol / Ambient temperature

3: 27 percent / imidazole / dimethylformamide

With 1H-imidazole; diisobutylaluminium hydride; silver(l) oxide; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ja00294a049

Reference yield:

: 32780-08-8,77697-15-5,112709-13-4,114142-20-0
(5S)-5-[(benzyloxy)methyl]dihydrofuran-2(3H)-one

: 87681-37-6
(2S,5S)-tetrahydro-5-<(tert-butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>furan

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL-H (alfa 20percent in hexane) / diethyl ether; methanol / Ambient temperature

2: 27 percent / imidazole / dimethylformamide

With 1H-imidazole; diisobutylaluminium hydride; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ja00294a049