1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one

Base Information

Chemical Name:1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one
CAS No.:160911-92-2
Molecular Formula:C₂₀H₂₁O₈P
Molecular Weight:420.356
Hs Code.:

1(S)-4-exo-1,4-Dihydroxy-3-exo-<<<bis(phenyloxy)phosphinyl>oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one

Synonyms:1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one

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Chemical Property of 1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one

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Technology Process of 1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one

There total 8 articles about 1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-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: 75.0%

: 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

: 160911-92-2
1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one

Guidance literature:: With hydrogen fluoride; In acetonitrile; for 24h; Ambient temperature;
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

: 160911-92-2
1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one

Guidance literature:: Multi-step reaction with 7 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

7: 75 percent / 49percent aq. HF / acetonitrile / 24 h / Ambient temperature

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

Reference yield:

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 160911-92-2
1(S)-4-exo-1,4-Dihydroxy-3-exo-<<oxy>methyl>-6-oxabicyclo<3.2.1>octan-7-one

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / pyridine / 15 h / Ambient temperature

2: 75 percent / 49percent aq. HF / acetonitrile / 24 h / Ambient temperature

With pyridine; hydrogen fluoride; In acetonitrile;
DOI:10.1021/jo00102a025