(S,S)-1,3-dibenzyloxycyclohexane

Base Information

Chemical Name:(S,S)-1,3-dibenzyloxycyclohexane
CAS No.:131245-99-3
Molecular Formula:C₂₀H₂₄O₂
Molecular Weight:296.409
Hs Code.:

Synonyms:

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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 (S,S)-1,3-dibenzyloxycyclohexane

Chemical Property:

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Technology Process of (S,S)-1,3-dibenzyloxycyclohexane

There total 11 articles about (S,S)-1,3-dibenzyloxycyclohexane 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: 83.0%

: 140460-27-1
(S,S)-cyclohexane-1,3-diol

: 100-44-7
benzyl chloride

: 131245-99-3
(S,S)-1,3-dibenzyloxycyclohexane

Guidance literature:: With sodium hydride; In dimethyl sulfoxide;
DOI:10.1016/S0957-4166(00)80209-8

Reference yield:

: 130256-36-9,137331-22-7
(1S,3S,5R)-1-acetoxy-5-benzyloxy-3-cyclohexanol

: 131245-99-3
(S,S)-1,3-dibenzyloxycyclohexane

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / Swern oxidation

2: 90 percent / NaBH₄, CeCl₃ / methanol / 2 h / -20 °C

3: 87 percent / diethyl azodicarboxylate, PPh₃ / tetrahydrofuran / 8 h / Ambient temperature

4: 82 percent / K₂CO₃ / methanol

5: 85 percent / H₂ / 5percent Pd-C / methanol

6: 83 percent / NaH / dimethylsulfoxide

With sodium tetrahydroborate; cerium(III) chloride; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1016/S0957-4166(00)80209-8

Reference yield:

: 130256-34-7,131321-51-2
meso-1,3-cis,3,5-cis-1,3-diacetoxy-5-benzyloxycyclohexane

: 131245-99-3
(S,S)-1,3-dibenzyloxycyclohexane

Guidance literature:: Multi-step reaction with 7 steps

1: 0.1 M phosphate buffer / 0.17 h / 30 °C / pH 7.0, porcine liver esterase

2: 92 percent / Swern oxidation

3: 90 percent / NaBH₄, CeCl₃ / methanol / 2 h / -20 °C

4: 87 percent / diethyl azodicarboxylate, PPh₃ / tetrahydrofuran / 8 h / Ambient temperature

5: 82 percent / K₂CO₃ / methanol

6: 85 percent / H₂ / 5percent Pd-C / methanol

7: 83 percent / NaH / dimethylsulfoxide

With sodium tetrahydroborate; phosphate buffer; cerium(III) chloride; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1016/S0957-4166(00)80209-8