(-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one

Base Information

Chemical Name:(-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one
CAS No.:149706-68-3
Molecular Formula:C₃₀H₃₆O₃Si
Molecular Weight:472.7
Hs Code.:

Synonyms:(-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one

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Chemical Property of (-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one

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Technology Process of (-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one

There total 7 articles about (-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one 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%

: 149706-67-2
(+)-(3R,4R)-3-<<(tert-Butyldiphenylsilyl)oxy>methyl>-4-<(benzyloxy)methyl>hexane-1,6-dicarboxylic acid

: 149706-68-3
(-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one

Guidance literature:: With sodium acetate; acetic anhydride; for 1h; Heating;
DOI:10.1021/jo00069a013

Reference yield:

: 100-52-7
benzaldehyde

: 149706-68-3
(-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / pyridinium p-toluenesulfonate / benzene / 2 h / Heating

2: 99 percent / DIBAL / toluene / 2 h / 0 °C

3: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

4: OsO₄, Me₃N(O) / CCl₄; CH₂Cl₂ / 6 h / Ambient temperature

5: aq. NaIO₄ / tetrahydrofuran / 2 h

6: 30percent aq. H₂O₂, NaH₂PO₄, NaClO₂ / acetonitrile / 12 h / Ambient temperature

7: 91 percent / AcONa, Ac₂O / 1 h / Heating

With 1H-imidazole; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; trimethylamine-N-oxide; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; acetic anhydride; diisobutylaluminium hydride; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/jo00069a013

Reference yield:

: 149818-36-0
(-)-(1R,2R)-1-(Hydroxymethyl)-2-<(benzyloxy)methyl>cyclohex-4-ene

: 149706-68-3
(-)-(3R,4R)-3-<(Benzyloxy)methyl>-4-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopentan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: OsO₄, Me₃N(O) / CCl₄; CH₂Cl₂ / 6 h / Ambient temperature

3: aq. NaIO₄ / tetrahydrofuran / 2 h

4: 30percent aq. H₂O₂, NaH₂PO₄, NaClO₂ / acetonitrile / 12 h / Ambient temperature

5: 91 percent / AcONa, Ac₂O / 1 h / Heating

With 1H-imidazole; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; trimethylamine-N-oxide; dihydrogen peroxide; sodium acetate; acetic anhydride; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00069a013