(+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol

Base Information

Chemical Name:(+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol
CAS No.:173398-39-5
Molecular Formula:C₂₉H₃₄O₅
Molecular Weight:462.586
Hs Code.:

Synonyms:(+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol

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Chemical Property of (+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol

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Technology Process of (+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol

There total 11 articles about (+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol 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: 90.0%

: 173398-36-2
(+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)-1-O-<(1S,4R)-camphanoyl>cyclohexane-1,2,4,6-tetraol

: 173398-39-5
(+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol

Guidance literature:: With potassium hydroxide; In ethanol; Ambient temperature;
DOI:10.1039/a605998h

Reference yield:

: trans/cis-(+/-)-5-Benzyloxycyclohex-2-enol

: 173398-39-5
(+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol

Guidance literature:: Multi-step reaction with 5 steps

1: 33 percent / MCPBA / CH₂Cl₂ / 12 h / 0 °C

2: 81 percent / NaH / dimethylformamide / 1.) r.t., 30 min, 2.) r.t., 4 h

3: 50 percent / BF₃*OEt₂ / diethyl ether / 0.5 h / Ambient temperature

4: 40 percent / DMAP, Et₃N / CH₂Cl₂

5: 90 percent / KOH / ethanol / Ambient temperature

With dmap; potassium hydroxide; boron trifluoride diethyl etherate; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a605998h

Reference yield:

: 100-39-0
benzyl bromide

: 173398-39-5
(+)-(1S,2S,4S,6S)-2,4-Di-O-benzyl-6-O-(2-benzyloxyethyl)cyclohexane-1,2,4,6-tetraol

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaH / tetrahydrofuran / 4 h / 25 °C

2: BF₃*Et₂O / 4 h / 25 °C

With boron trifluoride diethyl etherate; sodium hydride; In tetrahydrofuran;
DOI:10.1039/c39950002353