(2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol

Base Information

Chemical Name:(2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol
CAS No.:460997-43-7
Molecular Formula:C₂₃H₃₂O₂Si
Molecular Weight:368.591
Hs Code.:

Synonyms:(2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol

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Chemical Property of (2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol

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Technology Process of (2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol

There total 4 articles about (2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-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: 91.0%

: 334705-97-4
(1S,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-isopropenylcyclopropane

: 460997-43-7
(2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol

Guidance literature:: (1S,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-isopropenylcyclopropane; With borane-THF; In tetrahydrofuran; at -30 - 20 ℃;

With sodium hydroxide; dihydrogen peroxide;
DOI:10.1002/1521-3773(20020617)41:12<2144::AID-ANIE2144>3.0.CO;2-E

Reference yield:

: 4606-10-4
allyl diazoacetate

: 460997-43-7
(2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / Rh₂((5R)-MEPY)4 / CH₂Cl₂ / 30 h / Heating

2.1: diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2.2: 90 percent / imidazole / diethyl ether; tetrahydrofuran; dimethylformamide / 20 °C

3.1: 85 percent / Et₃N; DMAP; MsCl / CH₂Cl₂ / 5 h / 0 °C

4.1: BH₃*THF / tetrahydrofuran / 2.5 h / -30 - 20 °C

4.2: 91 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 3 h / 20 °C

With dmap; borane-THF; methanesulfonyl chloride; triethylamine; Doyle dirhodium catalyst; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo0496042

Reference yield:

: 75658-86-5
(1S,5R)-3-oxabicyclo[3.1.0]hexan-2-one

: 460997-43-7
(2R)-2-((1R,2R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}cyclopropyl)propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

1.2: 90 percent / imidazole / diethyl ether; tetrahydrofuran; dimethylformamide / 20 °C

2.1: 85 percent / Et₃N; DMAP; MsCl / CH₂Cl₂ / 5 h / 0 °C

3.1: BH₃*THF / tetrahydrofuran / 2.5 h / -30 - 20 °C

3.2: 91 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 3 h / 20 °C

With dmap; borane-THF; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo0496042