allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)

Base Information

Chemical Name:allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)
CAS No.:139616-86-7
Molecular Formula:C₇₈H₁₁₆NO₁₅P
Molecular Weight:1338.75
Hs Code.:

allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)

Synonyms:allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)

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Chemical Property of allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)

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Technology Process of allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)

There total 8 articles about allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate) 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: 95.0%

: 138527-88-5
allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 139616-86-7
allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)

Guidance literature:: With dmap; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(91)89008-4

Reference yield:

: 87357-76-4
(R)-3-(dodecanoyloxy)tetradecanoic acid

: 139616-86-7
allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / N,N-dicyclohexylcarbodiimide, DMPA / tetrahydrofuran / 4 h

2: 69 percent / 90percent aq. AcOH / 0.83 h / 60 °C

3: 65 percent / DMAP / CH₂Cl₂ / 3 h / Ambient temperature

4: 95 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(91)89008-4

Reference yield:

: 138527-55-6
allyl 2-amino-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

: 139616-86-7
allyl 6-O-(benzyloxycarbonyl)-2-<(3S)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(3R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranoside 4-(diphenyl phosphate)

Guidance literature:: Multi-step reaction with 5 steps

1: 35 percent / N,N-dicyclohexylcarbodiimide / CH₂Cl₂ / 1 h / 25 °C

2: 73 percent / N,N-dicyclohexylcarbodiimide, DMPA / tetrahydrofuran / 4 h

3: 69 percent / 90percent aq. AcOH / 0.83 h / 60 °C

4: 65 percent / DMAP / CH₂Cl₂ / 3 h / Ambient temperature

5: 95 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(91)89008-4