2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione
CAS No.:207917-19-9
Molecular Formula:C₃₄H₄₁NO₇Si
Molecular Weight:603.788
Hs Code.:

Synonyms:2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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Chemical Property of 2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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Technology Process of 2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

There total 1 articles about 2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 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: 86.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 80035-35-4
benzyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 207917-19-9
2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: With dmap; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;
DOI:10.1007/bf02495661

Reference yield:

: 99049-62-4
2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 207917-19-9
2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

: 2-[(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: With 4 Angstroem MS; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at -40 ℃; for 1h;
DOI:10.1007/bf02495661

Reference yield:

: 207917-19-9
2-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

: 207917-28-0
benzyl 4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 4 Angstroem MS, BF₃*Et₂O / acetonitrile; CH₂Cl₂ / 1 h / -40 °C

2: TsOH*H₂O / acetonitrile / 1 h / 50 °C

With 4 Angstroem MS; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In dichloromethane; acetonitrile;
DOI:10.1007/bf02495661