benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside
CAS No.:102804-09-1
Molecular Formula:C₆₇H₁₁₁NO₁₀
Molecular Weight:1090.62
Hs Code.:

Synonyms:benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside

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Chemical Property of benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside

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Technology Process of benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside

There total 4 articles about benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-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: 79.0%

: 87357-67-3
(R)-3-benzyloxytetradecanoic acid

: 102804-08-0
benzyl 2-deoxy-2-<(3R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside

: 102804-09-1
benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 20h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90445-2

Reference yield:

: 93390-37-5
(R)-3-(hexadecanoyl)oxy-tetradecanoic acid

: 102804-09-1
benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 5 h, 0 deg C; r.t., 12 h

2: 72 percent / dicyclohexylcarbodiimide, 4-methylaminopyridine / CH₂Cl₂ / 5 h, 0 deg C; r.t. 12 h

With 4-(Methylamino)pyridine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1248/cpb.35.4436

Reference yield:

: 13318-87-1
benzyl 2-chloroacetamido-2-deoxy-β-D-glucopyranoside

: 102804-09-1
benzyl 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / p-toluenesulfonic acid / dimethylformamide / 12 h / Ambient temperature

2: 80 percent / 1.) pyridine; 2.) 5percent aqueous sodium hydroxide / 1.) 85-90 deg C, 1.5 h; 2.) 30 deg C, 16 h, methanol

3: 90 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 5 h, 0 deg C; r.t., 12 h

4: 72 percent / dicyclohexylcarbodiimide, 4-methylaminopyridine / CH₂Cl₂ / 5 h, 0 deg C; r.t. 12 h

With pyridine; 4-(Methylamino)pyridine; sodium hydroxide; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.35.4436