Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate

Base Information

Chemical Name:Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate
CAS No.:160911-91-1
Molecular Formula:C₃₅H₄₇O₁₀PSi
Molecular Weight:686.811
Hs Code.:

Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<<bis(phenyloxy)phosphinyl>oxy>methyl>-4-hydroxycyclohexane-1-carboxylate

Synonyms:Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate

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Chemical Property of Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate

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Technology Process of Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate

There total 7 articles about Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate 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: 85.0%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 160911-90-0
Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-hydroxy-5-(hydroxymethyl)-cyclohexane-1-carboxylate

: 160911-91-1
Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate

Guidance literature:: With pyridine; for 15h; Ambient temperature;
DOI:10.1021/jo00102a025

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 160911-91-1
Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / i-Pr₂NEt / CH₂Cl₂ / 15 h / Ambient temperature

2: 72 percent / MeONa / tetrahydrofuran; methanol / 0.25 h / Ambient temperature

3: 97 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: Bu₃SnH, AIBN / benzene / 17 h / Heating

5: 30percent aq. H₂O₂, NaHCO₃ / methanol; tetrahydrofuran / 5 h / Heating

6: 85 percent / pyridine / 15 h / Ambient temperature

With pyridine; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; tri-n-butyl-tin hydride; sodium methylate; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1021/jo00102a025

Reference yield:

: 105539-80-8
methyl<1(R)-(1α,4α,5β)>-4-(benzoyloxy)-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-hydroxy-2-cyclohexene-1-carboxylate

: 160911-91-1
Methyl <1(S)-(1α,3β,4α,5α)>-3-<<(benzyloxy)methyl>oxy>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<<oxy>methyl>-4-hydroxycyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / i-Pr₂NEt / CH₂Cl₂ / 15 h / Ambient temperature

2: 72 percent / MeONa / tetrahydrofuran; methanol / 0.25 h / Ambient temperature

3: 97 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: Bu₃SnH, AIBN / benzene / 17 h / Heating

5: 30percent aq. H₂O₂, NaHCO₃ / methanol; tetrahydrofuran / 5 h / Heating

6: 85 percent / pyridine / 15 h / Ambient temperature

With pyridine; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; tri-n-butyl-tin hydride; sodium methylate; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1021/jo00102a025