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

Base Information

Chemical Name:(1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2,3-(isopropylidenedioxy)-4-<(methylsulfonyl)oxy>cyclopentane
CAS No.:112543-77-8
Molecular Formula:C₂₆H₃₆O₆SSi
Molecular Weight:504.72
Hs Code.:

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

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

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

There total 8 articles about (1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2,3-(isopropylidenedioxy)-4-<(methylsulfonyl)oxy>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: 95.0%

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

: 124-63-0
methanesulfonyl chloride

: 112543-77-8
(1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2,3-(isopropylidenedioxy)-4-<(methylsulfonyl)oxy>cyclopentane

Guidance literature:: In pyridine;
DOI:10.1016/S0040-4039(00)96196-3

Reference yield:

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

: 112543-77-8
(1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2,3-(isopropylidenedioxy)-4-<(methylsulfonyl)oxy>cyclopentane

Guidance literature:: Multi-step reaction with 8 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

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

7: camphorsulfonic acid / dimethylformamide / 3 h

8: 95 percent / pyridine / 1 h / 0 °C

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

Reference yield:

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

: 112543-77-8
(1R,2R,3S,4S)-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2,3-(isopropylidenedioxy)-4-<(methylsulfonyl)oxy>cyclopentane

Guidance literature:: Multi-step reaction with 7 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

7: 95 percent / pyridine / 1 h / 0 °C

With pyridine; 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