(-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe

Base Information

Chemical Name:(-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe
CAS No.:186703-38-8
Molecular Formula:C₃₅H₃₉O₇P
Molecular Weight:602.664
Hs Code.:

Synonyms:(-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe

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Chemical Property of (-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe

Chemical Property:

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Technology Process of (-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe

There total 11 articles about (-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe 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%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 186703-37-7
(-)-(1S,2R,4S,6R)-2,4-Bis(benzyloxy)-6-propyloxycyclohexanol

: 186703-38-8
(-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe

Guidance literature:: With dmap; TEA; In dichloromethane;
DOI:10.1016/S0040-4039(96)02229-0

Reference yield:

: 140363-96-8
(+)-(1S,2R,4R,6R)-4-Benzyloxy-1,6-epoxycyclohexan-2-ol

: 186703-38-8
(-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / KH / tetrahydrofuran / 3 h / 20 °C

2: 98 percent / Yb(III)(OTf)3 / 1,2-dichloro-ethane / 3 h / Heating

3: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 20 °C

With dmap; potassium hydride; triethylamine; ytterbium(III) triflate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; 1: Alkylation / 2: Ring cleavage / 3: Esterification;
DOI:10.1039/a909292g

Reference yield:

: 186703-35-5
(-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-6-(4'-methylphenylsulfonyloxy)cyclohexan-4-ol

: 186703-38-8
(-)-(1S,2R,4S,6R)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-propyloxycyclohexe

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / NaH / dimethylformamide / 12 h / -50 - 20 °C

2: 78 percent / TFA / methanol / 48 h / 20 °C

3: 90 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

4: 93 percent / KH / tetrahydrofuran / 3 h / 20 °C

5: 98 percent / Yb(III)(OTf)3 / 1,2-dichloro-ethane / 3 h / Heating

6: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 20 °C

With dmap; potassium hydride; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; ytterbium(III) triflate; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Ring cleavage / 3: Epoxidation / 4: Alkylation / 5: Ring cleavage / 6: Esterification;
DOI:10.1039/a909292g