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

Base Information

Chemical Name:(+)-(3R,4R)-3-<<(tert-Butyldiphenylsilyl)oxy>methyl>-4-<(benzyloxy)methyl>hexane-1,6-dicarboxylic acid
CAS No.:149706-67-2
Molecular Formula:C₃₁H₃₈O₆Si
Molecular Weight:534.725
Hs Code.:

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

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Chemical Property of (+)-(3R,4R)-3-<<(tert-Butyldiphenylsilyl)oxy>methyl>-4-<(benzyloxy)methyl>hexane-1,6-dicarboxylic acid

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Technology Process of (+)-(3R,4R)-3-<<(tert-Butyldiphenylsilyl)oxy>methyl>-4-<(benzyloxy)methyl>hexane-1,6-dicarboxylic acid

There total 6 articles about (+)-(3R,4R)-3-<<(tert-Butyldiphenylsilyl)oxy>methyl>-4-<(benzyloxy)methyl>hexane-1,6-dicarboxylic acid 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:

: 149706-66-1
(3R,4R)-3-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-hexanedial

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

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In acetonitrile; for 12h; Yield given; Ambient temperature;
DOI:10.1021/jo00069a013

Reference yield:

: 100-52-7
benzaldehyde

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

Guidance literature:: Multi-step reaction with 6 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

With 1H-imidazole; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; trimethylamine-N-oxide; dihydrogen peroxide; pyridinium p-toluenesulfonate; 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

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

Guidance literature:: Multi-step reaction with 4 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

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