(R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Chemical Name:(R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
CAS No.:112159-08-7
Molecular Formula:C₆₅H₉₄NO₁₂P
Molecular Weight:1112.43
Hs Code.:

(R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Chemical Property of (R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Technology Process of (R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 6 articles about (R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 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:

: 538-37-4
dibenzyl phosphochloridate

: 112159-09-8
2-<(R)-3-benzyloxytetradecanamido>-3-O-<(R)-3-benzloxytetradecanoyl>-2-deoxy-4,6-isopropylidene-α-D-glucopyranose

: 112159-08-7
(R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃; for 0.0833333h;
DOI:10.1248/cpb.35.1383

Reference yield:

: 72333-25-6
allyl 3,4,6-tri-O-acetyl-2-(chloroacetamido)-2-deoxy-β-D-glucopyranoside

: 112159-08-7
(R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / ammonia / methanol; H₂O / 12 h / Ambient temperature

2: 76 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / Ambient temperature

3: 2.) sodium hydroxide / 1.) pyridine, 90 degC, 2 h; 2.) water, methanol, room t., 1.5 h

4: 80 percent / dicyclohexylcarbodiimide, 4-dimethylaminopyridine / CH₂Cl₂ / 5 h, 0 degC, room t., 12 h

5: 2.) iodine, pyridine / 1.) bis-(methyldiphenylphosphine)cycloocta-1,5-diene iridium (I) hexafluorophosphate / 1.) THF, 50 degC, 2 h; 2.) room t., 15 min, THF-water

6: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -50 °C

With pyridine; dmap; sodium hydroxide; n-butyllithium; ammonia; iodine; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; (bis(diphenylphosphino)ethylene)(1,5-cyclooctadiene)iridium(I) hexafluorophosphate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.35.1383

Reference yield:

: 99519-05-8
Allyl 2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 112159-08-7
(R)-3-Benzyloxy-tetradecanoic acid (4aR,6R,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-(bis-benzyloxy-phosphoryloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / dicyclohexylcarbodiimide, 4-dimethylaminopyridine / CH₂Cl₂ / 5 h, 0 degC, room t., 12 h

2: 2.) iodine, pyridine / 1.) bis-(methyldiphenylphosphine)cycloocta-1,5-diene iridium (I) hexafluorophosphate / 1.) THF, 50 degC, 2 h; 2.) room t., 15 min, THF-water

3: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -50 °C

With pyridine; dmap; n-butyllithium; iodine; dicyclohexyl-carbodiimide; (bis(diphenylphosphino)ethylene)(1,5-cyclooctadiene)iridium(I) hexafluorophosphate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1248/cpb.35.1383