(2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

Base Information

Chemical Name:(2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde
CAS No.:199851-10-0
Molecular Formula:C₃₃H₄₂O₇Si
Molecular Weight:578.778
Hs Code.:

Synonyms:(2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

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Chemical Property of (2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

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Technology Process of (2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

There total 7 articles about (2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde 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: 87.0%

: {4-[(2R,4R,5S,6R)-5-Benzyloxy-6-(bis-ethylsulfanyl-methyl)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2,6-dimethoxy-phenoxy}-tert-butyl-dimethyl-silane

: 199851-10-0
(2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: With mercury dichloride; mercury(II) oxide; In water; acetonitrile; for 0.333333h; Ambient temperature;
DOI:10.1016/S0040-4039(97)10138-1

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 199851-10-0
(2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / CSA / benzene / 0.33 h / Ambient temperature

2: 87 percent / HgCl₂, HgO / acetonitrile; H₂O / 0.33 h / Ambient temperature

With camphor-10-sulfonic acid; mercury dichloride; mercury(II) oxide; In water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)10138-1

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 199851-10-0
(2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / tetrahydrofuran / -78 - 0 °C

2: 1.) MsCl, Et₃N, 2.) LiAlH₄ / 1.) ether, 0 deg C, 30 min, 2.) ether, 0 deg C to r.t., 20 min

3: 86 percent / MgBr₂*OEt₂ / diethyl ether / 21 h / 0 - 20 °C

4: 100 percent / CSA / benzene / 0.33 h / Ambient temperature

5: 87 percent / HgCl₂, HgO / acetonitrile; H₂O / 0.33 h / Ambient temperature

With lithium aluminium tetrahydride; camphor-10-sulfonic acid; methanesulfonyl chloride; triethylamine; mercury dichloride; mercury(II) oxide; magnesium bromide; In tetrahydrofuran; diethyl ether; water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)10138-1