allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 4-(diphenyl phosphate)

Base Information

• Chemical Name: allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 4-(diphenyl phosphate)
• CAS No.: 97562-26-0
• Molecular Formula: C₅₅H₈₀Cl₆NO₁₅P
• Molecular Weight: 1238.93

Synonyms:allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 4-(diphenyl phosphate)

Chemical Property of allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 4-(diphenyl phosphate)

Chemical Property:

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Technology Process of allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 4-(diphenyl phosphate)

There total 12 articles about allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-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: 89.0%

allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (103360-14-1) + chlorophosphoric acid diphenyl ester (2524-64-3) → allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 4-(diphenyl phosphate) (97562-26-0)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1246/bcsj.60.2205

Reference yield:

allyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (97562-24-8) → allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 4-(diphenyl phosphate) (97562-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 4-dimethylaminopyridine, dicyclohexylcarbodiimide, 2.) 90percent acetic acid / 1.) dichloromethane, room temp., 2 h, 2.) 95 deg C, 10 min

2: 61 percent / pyridine / 0.33 h

3: 89 percent / pyridine, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; dmap; acetic acid; dicyclohexyl-carbodiimide; In pyridine; dichloromethane;

DOI:10.1246/bcsj.60.2205

Reference yield:

allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (97562-25-9) → allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 4-(diphenyl phosphate) (97562-26-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / pyridine / 0.33 h

2: 89 percent / pyridine, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; dmap; In pyridine; dichloromethane;

DOI:10.1246/bcsj.60.2205

upstream raw materials:

allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

chlorophosphoric acid diphenyl ester

(R)-3-(dodecanoyloxy)tetradecanoic acid

allyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Downstream raw materials:

(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-bromo-5-(diphenoxy-phosphoryloxy)-3-(2,2,2-trichloro-ethoxycarbonylamino)-6-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

1-O-acetyl-2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranose 4-(diphenyl phosphate)

(R)-3-Tetradecanoyloxy-tetradecanoic acid (3R,4R,5S,6R)-2-acetoxy-5-(diphenoxy-phosphoryloxy)-3-(2,2,2-trichloro-ethoxycarbonylamino)-6-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

(R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-5-(diphenoxy-phosphoryloxy)-3-((R)-3-dodecanoyloxy-tetradecanoylamino)-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

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