(3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

Base Information

Chemical Name:(3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one
CAS No.:1583260-34-7
Molecular Formula:C₂₂H₃₆O₄Si
Molecular Weight:392.611
Hs Code.:

Synonyms:(3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

Suppliers and Price of (3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

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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 (3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of (3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

There total 6 articles about (3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one 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: 93.0%

: 13154-24-0
triisopropylsilyl chloride

: 1583259-55-5
5-benzyloxy-3-hydroxy-2-methyl-D-arabinolactone

: 1583260-34-7
(3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/ja502205q

Reference yield: 56.2%

: 13154-24-0
triisopropylsilyl chloride

: (4S,5R)-5-((benzyloxy)methyl)-4-hydroxy-3-methyldihydrofuran-2(3H)-one

: 1583260-34-7
(3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

: (3R,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 40h;
DOI:10.1016/j.bmc.2019.115208

Reference yield:

: (3S,4R)-isopropyl 5-(benzyloxy)-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

: 1583260-34-7
(3S,4S,5R)-5-((benzyloxy)methyl)-3-methyl-4-((triisopropylsilyl)oxy)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: zinc; water; trifluoroacetic acid / toluene / 16 h / 20 °C

2: dmap; 1H-imidazole / dichloromethane / 24 h / 20 °C

With 1H-imidazole; dmap; water; trifluoroacetic acid; zinc; In dichloromethane; toluene;
DOI:10.1021/ja502205q