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

Base Information

Chemical Name:3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranose
CAS No.:103062-59-5
Molecular Formula:C₆₀H₁₀₅NO₁₀
Molecular Weight:1000.49
Hs Code.:

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

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

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

There total 11 articles about 3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranose 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: 64.0%

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

: 102804-10-4,103062-59-5
Hexadecanoic acid (R)-1-{[(4aR,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecanoyloxy)-6-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ylcarbamoyl]-methyl}-dodecyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; under 750.06 Torr;
DOI:10.1016/S0008-6215(00)90445-2

Reference yield:

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

: 103062-59-5
3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-β-D-glucopyranose

: 102804-10-4
3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-2-<(R)-3-hexadecanoyloxytetradecanamido>-4,6-O-isopropylidene-α-D-glucopyranose

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; at 30 ℃; for 38h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1248/cpb.35.4436

Reference yield:

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

: 102804-10-4,103062-59-5
Hexadecanoic acid (R)-1-{[(4aR,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecanoyloxy)-6-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ylcarbamoyl]-methyl}-dodecyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / DCC / CH₂Cl₂ / 20 h / Ambient temperature

2: 79 percent / DCC, N,N-dimethylaminopyridine / CH₂Cl₂ / 20 h / Ambient temperature

3: 64 percent / hydrogen / 10percent Pd/C / tetrahydrofuran; ethanol / 750.06 Torr

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0008-6215(00)90445-2