(2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid

Base Information

Chemical Name:(2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid
CAS No.:211187-46-1
Molecular Formula:C₂₄H₄₂O₄Si
Molecular Weight:422.681
Hs Code.:

Synonyms:(2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid

Suppliers and Price of (2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid

Supply Marketing:

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

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Chemicals and raw materials
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Total 2 raw suppliers

Chemical Property of (2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of (2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid

There total 6 articles about (2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid 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: 94.0%

: 211187-35-8
(R)-4-Benzyl-3-((2R,3S,4R,5R)-3-benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoyl)-oxazolidin-2-one

: 211187-46-1
(2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 6h;
DOI:10.1021/ja9806128

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 211187-46-1
(2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -5 °C

2: 84 percent / TfOH / CH₂Cl₂; diethyl ether / 3 h / Ambient temperature

3: 94 percent / 30percent aq. H₂O₂, 0.2 M aq. LiOH / tetrahydrofuran / 6 h / 0 °C

With 2,6-dimethylpyridine; lithium hydroxide; trifluorormethanesulfonic acid; dihydrogen peroxide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja9806128

Reference yield:

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 211187-46-1
(2R,3S,4R,5R)-3-Benzyloxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Sn(OTf)2, Et₃N / 1.) CH₂Cl₂, -20 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C, 30 min

2: 100 percent / NaBH₄, AcOH / 0.25 h / Ambient temperature

3: 73 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -5 °C

4: 84 percent / TfOH / CH₂Cl₂; diethyl ether / 3 h / Ambient temperature

5: 94 percent / 30percent aq. H₂O₂, 0.2 M aq. LiOH / tetrahydrofuran / 6 h / 0 °C

With 2,6-dimethylpyridine; lithium hydroxide; sodium tetrahydroborate; tin(II) trifluoromethanesulfonate; trifluorormethanesulfonic acid; dihydrogen peroxide; acetic acid; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja9806128