(1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate

Base Information

Chemical Name:(1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate
CAS No.:853923-23-6
Molecular Formula:C₂₀H₃₀O₅
Molecular Weight:350.455
Hs Code.:

Synonyms:(1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate

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Chemical Property of (1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate

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Technology Process of (1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate

There total 14 articles about (1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate 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: 94.0%

: 876068-24-5
(2S)-1-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}propan-2-ol

: 108-24-7
acetic anhydride

: 853923-23-6
(1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tetlet.2005.03.202

Reference yield:

: 853923-29-2
(R)-8-Benzyloxy-6-hydroxy-oct-1-en-4-one

: 853923-23-6
(1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 75 percent / BEt₂OMe; NaBH₄ / tetrahydrofuran

2.1: 94 percent / PTSA / dimethylsulfoxide

3.1: oxone; NaHCO₃; EDTA / acetone

3.2: 43 percent / H₂O; (R,R)-(salen)Co(III)(OAc)

4.1: 89 percent / LAH / tetrahydrofuran / 20 °C

5.1: 94 percent / pyridine; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; Oxone; sodium tetrahydroborate; lithium aluminium tetrahydride; ethylenediaminetetraacetic acid; diethyl methoxy borane; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1016/j.tetlet.2005.03.202

Reference yield:

: 853923-24-7
(4S,6S)-4-[2-(benzyloxy)ethyl]-2,2-dimethyl-6-(prop-2-en-1-yl)-1,3-dioxane

: 853923-23-6
(1S)-2-{(4S,6R)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}-1-methylethyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxone; NaHCO₃; EDTA / acetone

1.2: 43 percent / H₂O; (R,R)-(salen)Co(III)(OAc)

2.1: 89 percent / LAH / tetrahydrofuran / 20 °C

3.1: 94 percent / pyridine; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; Oxone; lithium aluminium tetrahydride; ethylenediaminetetraacetic acid; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1016/j.tetlet.2005.03.202