(4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane

Base Information

Chemical Name:(4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane
CAS No.:112497-21-9
Molecular Formula:C₁₆H₂₄O₄
Molecular Weight:280.364
Hs Code.:

Synonyms:(4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane

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Technology Process of (4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane

There total 26 articles about (4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane 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%

: 112497-22-0
(3S,5S)-6-<(benzyloxy)methyl>-4-<1-(tert-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxacyclohexane

: 112497-21-9
(4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)92381-5

Reference yield: 50.0%

: 1067185-74-3
(E)-(S)-6-Benzyloxy-5-hydroxy-hex-2-enoic acid methyl ester

: 112497-21-9
(4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane

Guidance literature:: (E)-(S)-6-Benzyloxy-5-hydroxy-hex-2-enoic acid methyl ester; With chloro(acetato)mercury(II); ytterbium(III) triflate; In acetone; at 20 ℃; for 24h;

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 24h; Further stages.;
DOI:10.1016/j.tetlet.2008.07.022

Reference yield:

: 14618-80-5
(R)-benzyl glycidol

: 112497-21-9
(4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane

Guidance literature:: Multi-step reaction with 6 steps

1: 1) nBuLi, 2) BF₃*Et₂O / 1) THF, 2) THF

2: H₂ / Lindlar catalyst / ethanol / 760 Torr / Ambient temperature

3: tBuOOH, VO(acac)2 / toluene / -15 deg C to rt

4: nBu₄NF / tetrahydrofuran / 0.5 h / Ambient temperature

5: p-TsOH

6: 1) 9-BBN, 2) H₂O₂, NaOH / 1) THF

With tert.-butylhydroperoxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; bis(acetylacetonate)oxovanadium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid; Lindlar's catalyst; In tetrahydrofuran; ethanol; toluene;
DOI:10.1016/S0040-4039(00)92213-5