2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione
CAS No.:168844-69-7
Molecular Formula:C₇₃H₈₅NO₁₃Si
Molecular Weight:1212.56
Hs Code.:

2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Synonyms:2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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Chemical Property of 2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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Technology Process of 2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

There total 3 articles about 2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-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:

: 130177-78-5
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

: 168844-69-7
2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / 4A molecular sieves, TMSOTf / hexane; CH₂Cl₂ / -30 °C

2: 1.) K₂CO₃, 2.) phthalic anhydride, Et₃N, 3A molecular sieves / 1.) MeOH, CH₂Cl₂, 2.) MeOH, reflux

With phthalic anhydride; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; potassium carbonate; triethylamine; In hexane; dichloromethane;
DOI:10.1021/ja00142a008

Reference yield:

: 2-[(2R,3R,4R,5R)-2-[9-(tert-Butyl-diphenyl-silanyloxy)-nonyloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

: 168844-69-7
2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / 4A molecular sieves, TMSOTf / hexane; CH₂Cl₂ / -30 °C

2: 1.) K₂CO₃, 2.) phthalic anhydride, Et₃N, 3A molecular sieves / 1.) MeOH, CH₂Cl₂, 2.) MeOH, reflux

With phthalic anhydride; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; potassium carbonate; triethylamine; In hexane; dichloromethane;
DOI:10.1021/ja00142a008

Reference yield:

: Acetic acid (2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3R,4R,5R,6R)-6-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl ester

: 168844-69-7
2-[(2R,3R,4R,5R)-5-((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-[9-(tert-butyl-diphenyl-silanyloxy)-nonyloxy]-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: With phthalic anhydride; 3 A molecular sieve; potassium carbonate; triethylamine; Yield given. Multistep reaction; 1.) MeOH, CH₂Cl₂, 2.) MeOH, reflux;
DOI:10.1021/ja00142a008