2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

Base Information

Chemical Name:2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol
CAS No.:1374564-21-2
Molecular Formula:C₇₈H₁₁₉NO₁₂Si
Molecular Weight:1290.89
Hs Code.:

2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

Synonyms:2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

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Technology Process of 2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

There total 7 articles about 2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-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: 78.0%

: 1374564-16-5
2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-α-D-glucopyranosyl trichloroacetimidate

: 41106-92-7
(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

: 1374564-21-2
2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1002/asia.201100928

Reference yield:

: 1374564-15-4
phenyl 2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-1-thio-β-D-glucopyranoside

: 41106-92-7
(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

: 1374564-21-2
2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

Guidance literature:: With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at 20 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1021/acs.orglett.9b01372

Reference yield:

: 1374564-15-4
phenyl 2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-1-thio-β-D-glucopyranoside

: 1374564-21-2
2-O-benzoyl-4-O-tert-butyldimethylsilyl-3,6-di-O-4-methoxybenzyl-β-D-glucopyranosyl-(1->1)-(2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide; water / acetone / 0.25 h / 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetone;
DOI:10.1002/asia.201100928