1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol

Base Information

Chemical Name:1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol
CAS No.:136472-00-9
Molecular Formula:C₂₄H₃₀O₆
Molecular Weight:414.499
Hs Code.:

Synonyms:1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol

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Chemical Property of 1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol

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Technology Process of 1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol

There total 11 articles about 1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol 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: 98.0%

: 100-39-0
benzyl bromide

: 171815-12-6
<1S-(1α,2β,3α,4β)>-4-(Benzyloxy)-2,3-bis(methoxymethoxy)-5-cyclohexen-1-ol

: 136472-00-9
1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1246/cl.1991.1473

Reference yield:

: 160835-77-8
methyl 6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

: 136472-00-9
1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF

2: aq. Hg(OAc)2, AcOH / acetone / 5 h / Heating

3: Ac₂O, pyridine / 12 h / Ambient temperature

4: NaBH₄, CeCl₃*7H₂O / ethanol; CH₂Cl₂ / 0.5 h / -78 °C

5: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF

With pyridine; sodium tetrahydroborate; cerium(III) chloride; mercury(II) diacetate; acetic anhydride; sodium hydride; acetic acid; In ethanol; dichloromethane; acetone;
DOI:10.1246/bcsj.67.1633

Reference yield:

: 136471-99-3
<2S-(2α,3β,4α)>-4-(Benzyloxy)-2,3-bis(methoxymethoxy)-5-cyclohexen-1-one

: 136472-00-9
1D-(1,3/2,4)-1,4-di-O-benzyl-2,3-bis(O-methoxymethyl)-5-cyclohexene-1,2,3,4-tetrol

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄, CeCl₃*7H₂O / ethanol; CH₂Cl₂ / 0.5 h / -78 °C

2: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF

With sodium tetrahydroborate; cerium(III) chloride; sodium hydride; In ethanol; dichloromethane;
DOI:10.1246/bcsj.67.1633