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

Base Information

Chemical Name:(2S,4aR,6S,7R,8R,8aR)-6-[(2R,3S,4R,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
CAS No.:312701-09-0
Molecular Formula:C₃₆H₄₆O₁₁Si
Molecular Weight:682.84
Hs Code.:

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

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

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

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

There total 1 articles about (2S,4aR,6S,7R,8R,8aR)-6-[(2R,3S,4R,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 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: 63.0%

: 137119-40-5
methyl 4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 58479-61-1
tert-butylchlorodiphenylsilane

: 312701-09-0
(2S,4aR,6S,7R,8R,8aR)-6-[(2R,3S,4R,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: With pyridine; dmap;
DOI:10.1002/1521-3773(20001016)39:20<3660::AID-ANIE3660>3.3.CO;2-C

Reference yield: 72.0%

: 874-60-2
4-methyl-benzoyl chloride

: 312701-09-0
(2S,4aR,6S,7R,8R,8aR)-6-[(2R,3S,4R,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 312701-13-6
C₆₈H₇₀O₁₅Si

Guidance literature:: With pyridine; dmap;
DOI:10.1002/1521-3773(20001016)39:20<3660::AID-ANIE3660>3.3.CO;2-C

Reference yield:

: 312701-09-0
(2S,4aR,6S,7R,8R,8aR)-6-[(2R,3S,4R,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 312700-90-6
C₈₁H₈₂O₁₅Si

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / DMAP; pyridine

2: 94 percent / NaCNBH₃; HCl / tetrahydrofuran; diethyl ether

3: 84 percent / acetonitrile

4: 80 percent / nBu₃SnH; AIBN / toluene

5: 76 percent / H₂ / Pd(OH)2/C / ethanol

6: 86 percent / DMAP; pyridine

With pyridine; hydrogenchloride; dmap; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; sodium cyanoborohydride; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; toluene; acetonitrile; 1: Esterification / 2: Reduction / 3: Acylation / 4: Reduction / 5: Ring cleavage / 6: Etherification;
DOI:10.1002/1521-3773(20001016)39:20<3660::AID-ANIE3660>3.3.CO;2-C