(1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate

Base Information

Chemical Name:(1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate
CAS No.:1459197-97-7
Molecular Formula:C₁₈H₂₄O₇
Molecular Weight:352.384
Hs Code.:

Synonyms:(1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate

Suppliers and Price of (1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate

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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 (1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate

There total 3 articles about (1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl 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: 70.0%

: 74181-34-3
2,2,-dimethyl-1,3-dioxan-5-one

: 104863-51-6
2-O-acetyl-3-O-benzyl-L-glyceraldehyde

: 1459197-97-7
(1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate

Guidance literature:: With L-proline; stereoselective reaction;
DOI:10.1016/j.tetasy.2016.12.011

Reference yield:

: 1459197-95-5
5-O-acetyl-6-O-benzyl-2,3-O-isopropylidene-L-gulono-γ-lactone

: 1459197-97-7
(1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(II) choride dihydrate / acetonitrile / 2 h / Inert atmosphere; Reflux

2.1: sodium periodate; sodium hydrogencarbonate / water / 4 h / 0 °C / pH 5.5 / Inert atmosphere

3.1: L-proline / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 144 h / 5 °C / Inert atmosphere

With sodium periodate; copper(II) choride dihydrate; sodium hydrogencarbonate; L-proline; In water; N,N-dimethyl-formamide; acetonitrile; 3.1: |Aldol Addition / 3.2: |Aldol Addition;
DOI:10.1016/j.tetlet.2013.08.108

Reference yield:

: 1459197-94-4
6-O-benzyl-2,3-O-isopropylidene-L-gulono-γ-lactone

: 1459197-97-7
(1S,2S)-3-(benzyloxy)-1-((S)-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)-1-hydroxypropan-2-yl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; triethylamine / dichloromethane / 6.5 h / 20 °C / Inert atmosphere

2.1: copper(II) choride dihydrate / acetonitrile / 2 h / Inert atmosphere; Reflux

3.1: sodium periodate; sodium hydrogencarbonate / water / 4 h / 0 °C / pH 5.5 / Inert atmosphere

4.1: L-proline / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

4.2: 144 h / 5 °C / Inert atmosphere

With dmap; sodium periodate; copper(II) choride dihydrate; sodium hydrogencarbonate; triethylamine; L-proline; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 4.1: |Aldol Addition / 4.2: |Aldol Addition;
DOI:10.1016/j.tetlet.2013.08.108