phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside
CAS No.:775341-78-1
Molecular Formula:C₅₃H₇₄N₂O₁₂S
Molecular Weight:963.243
Hs Code.:

phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

Synonyms:phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

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Chemical Property of phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

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Technology Process of phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

There total 7 articles about phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-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: 91.0%

: 775341-77-0
phenyl 2-azido-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

: 775341-78-1
phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

Guidance literature:: With pyridine; 1.3-propanedithiol; triethylamine; In water; at 20 ℃; for 14h;
DOI:10.1016/j.bmc.2007.05.012

Reference yield:

: 775341-76-9
(R)-3-levulinoyloxyhexadecanoic acid

: 775341-78-1
phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

2: 71 percent / triethylamine; propanedithiol / pyridine; H₂O / 16 h / 20 °C

With 1,2-propanedithiol; triethylamine; dicyclohexyl-carbodiimide; In pyridine; dichloromethane; water;
DOI:10.1021/ol048746f

Reference yield:

: 775341-89-4
(R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester

: 775341-78-1
phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / zinc / acetic acid / 2 h / 60 °C

2: 92 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

3: 71 percent / triethylamine; propanedithiol / pyridine; H₂O / 16 h / 20 °C

With 1,2-propanedithiol; triethylamine; dicyclohexyl-carbodiimide; zinc; In pyridine; dichloromethane; water; acetic acid;
DOI:10.1021/ol048746f