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

Base Information

Chemical Name:(1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-4-hydroxy-2,3-(isopropylidenedioxy)cyclopentane
CAS No.:112543-76-7
Molecular Formula:C₂₅H₃₄O₄Si
Molecular Weight:426.628
Hs Code.:

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

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

Chemical Property:

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

There total 23 articles about (1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-4-hydroxy-2,3-(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:

: (3aR,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyldihydro-3aH-cyclopenta[d][1,3]dioxol-4(5H)-one

: 112543-76-7
(1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-4-hydroxy-2,3-(isopropylidenedioxy)cyclopentane

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol;
DOI:10.1016/j.tetlet.2005.08.163

Reference yield:

: C₃₂H₃₈O₅Si

: 112543-76-7
(1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-4-hydroxy-2,3-(isopropylidenedioxy)cyclopentane

Guidance literature:: With sodium methylate; In methanol; at 0 - 20 ℃; for 16h;
DOI:10.1002/ejoc.200801124

Reference yield:

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

: 112543-76-7
(1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-4-hydroxy-2,3-(isopropylidenedioxy)cyclopentane

Guidance literature:: Multi-step reaction with 6 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

5: acetic acid / H₂O; methanol / 87 h / Ambient temperature

6: camphorsulfonic acid / dimethylformamide / 3 h

With 1H-imidazole; sodium tetrahydroborate; molecular sieve; camphor-10-sulfonic acid; acetic acid; pyridinium chlorochromate; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00242a016