ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:860639-93-6
Molecular Formula:C₂₆H₂₇NO₇S
Molecular Weight:497.569
Hs Code.:

Synonyms:ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 3 articles about ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 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: 84.0%

: ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 98-88-4
benzoyl chloride

: 860639-93-6
ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside; With ethylene glycol; trifluoroacetic acid; In dichloromethane; for 1h;

benzoyl chloride; With pyridine; at 0 ℃; for 2h;
DOI:10.1081/CAR-200061584

Reference yield:

: 860640-10-4
Benzoic acid (2R,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-oxo-tetrahydro-pyran-2-ylmethyl ester

: 860639-93-6
ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Guidance literature:: With zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1081/CAR-200061584

Reference yield:

: 99409-33-3
ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside

: 860639-93-6
ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / NaH / dimethylformamide; various solvent(s) / 2 h / 0 °C

2.1: ethylene glycol; trifluoroacetic acid / CH₂Cl₂ / 1 h

2.2: 84 percent / pyridine / 2 h / 0 °C

With sodium hydride; ethylene glycol; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/CAR-200061584