(1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane

Base Information

Chemical Name:(1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane
CAS No.:112574-58-0
Molecular Formula:C₂₅H₃₄O₄Si
Molecular Weight:426.628
Hs Code.:

Synonyms:(1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane

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Chemical Property of (1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane

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Technology Process of (1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane

There total 13 articles about (1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane 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: 80.0%

: 112543-74-5
(1S,2S,4S)-4-(t-butyldiphenylsilyloxymethyl)-1,2-isopropylidenedioxy-3-cyclopentanone

: 112574-58-0
(1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane

Guidance literature:: With sodium tetrahydroborate;
DOI:10.1016/S0040-4039(00)96196-3

Reference yield:

: 112543-75-6
(3aR,4S,5S,6aS)-5-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol

: 112574-58-0
(1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / Ambient temperature

2: PCC, molecular sieves / CH₂Cl₂ / 4 h / Ambient temperature

3: 80 percent / sodium borohydride / methanol / 1 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; molecular sieve; pyridinium chlorochromate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00242a016

Reference yield:

: 105285-29-8
(1S,2S,3S,4S)-2-acetoxy-1-(acetoxymethyl)-3,4-(isopropylidenedioxy)cyclopentane

: 112574-58-0
(1S,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)cyclopentane

Guidance literature:: Multi-step reaction with 4 steps

1: sodium methoxide / methanol / 0 °C

2: imidazole / dimethylformamide / Ambient temperature

3: PCC, molecular sieves / CH₂Cl₂ / 4 h / Ambient temperature

4: 80 percent / sodium borohydride / methanol / 1 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; molecular sieve; sodium methylate; pyridinium chlorochromate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00242a016