(2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol

Base Information

Chemical Name:(2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol
CAS No.:400614-27-9
Molecular Formula:C₃₅H₄₄O₁₁Si
Molecular Weight:668.813
Hs Code.:

(2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol

Synonyms:(2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol

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Chemical Property of (2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol

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Technology Process of (2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol

There total 1 articles about (2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol 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: 91.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 4,6-O-benzylidene-α,α’-trehalose

: 400614-27-9
(2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With pyridine; dmap; triethylamine; at 20 ℃; for 12h;
DOI:10.1021/ol017135+

Reference yield: 95.0%

: 100-39-0
benzyl bromide

: 400614-27-9
(2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol

: 400614-28-0
4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl-(1?1)-2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/ol017135+

Reference yield:

: 400614-27-9
(2R,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3,4,5-triol

: 400614-30-4
2,3,6-tri-O-benzyl-α-D-galactopyranosyl-(1->1)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

2: 94 percent / borane-dimethylamine complex; aluminum(III) chloride / tetrahydrofuran / 2 h / 20 °C

3: 100 percent / pyridine / 0.75 h / 0 °C

4: 97 percent / 18-crown-6 / toluene / 2 h / 40 °C / ultrasound

5: 100 percent / sodium methoxide / methanol; tetrahydrofuran / 12 h / 20 °C

6: 95 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C

With pyridine; aluminium trichloride; 18-crown-6 ether; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; dimethylamine borane adduct; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol017135+