(2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one

Base Information

Chemical Name:(2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one
CAS No.:676154-03-3
Molecular Formula:C₂₇H₃₄O₆
Molecular Weight:454.563
Hs Code.:

Synonyms:(2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one

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Chemical Property of (2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one

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Technology Process of (2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one

There total 4 articles about (2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one 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:

: 80040-79-5
3,4,6-tri-O-benzyl-D-galactal

: 676154-03-3
(2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 65 percent / PhI(OAc)2; p-TsOH / acetonitrile

2.1: CuCN

2.2: hexamethylphosphoric acid triamide

With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid; In acetonitrile;
DOI:10.1016/j.tetlet.2003.11.141

Reference yield:

: 100-44-7
benzyl chloride

: 676154-03-3
(2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 45 percent / aq. NaOH; n-Bu₄NHSO₄ / 2-methyl-propan-2-ol; benzene / 96 h

2.1: 65 percent / PhI(OAc)2; p-TsOH / acetonitrile

3.1: CuCN

3.2: hexamethylphosphoric acid triamide

With sodium hydroxide; [bis(acetoxy)iodo]benzene; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; In acetonitrile; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetlet.2003.11.141

Reference yield:

: 4098-06-0
triacetyl-D-galactal

: 676154-03-3
(2R,3S,5R,6R)-3-Benzyloxy-2-benzyloxymethyl-6-(2-[1,3]dioxan-2-yl-ethyl)-5-methyl-tetrahydro-pyran-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 45 percent / aq. NaOH; n-Bu₄NHSO₄ / 2-methyl-propan-2-ol; benzene / 96 h

2.1: 65 percent / PhI(OAc)2; p-TsOH / acetonitrile

3.1: CuCN

3.2: hexamethylphosphoric acid triamide

With sodium hydroxide; [bis(acetoxy)iodo]benzene; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; In acetonitrile; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetlet.2003.11.141