allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Base Information

Chemical Name:allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
CAS No.:214051-06-6
Molecular Formula:C₅₃H₈₁Cl₃NO₁₃P
Molecular Weight:1077.56
Hs Code.:

allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Synonyms:allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Chemical Property of allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Technology Process of allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

There total 1 articles about allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-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: 68.0%

: 420-37-1
trimethoxonium tetrafluoroborate

: 270081-40-8
allyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 214051-06-6
allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/S0008-6215(99)00326-2 DOI:10.1016/S0040-4020(00)00684-0

Reference yield: 73.0%

: 214051-06-6
allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

Guidance literature:: With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; iodine; In tetrahydrofuran; water; at 20 - 60 ℃; for 6h;
DOI:10.1016/S0008-6215(99)00326-2

Reference yield:

: 214051-06-6
allyl 2-deoxy-4-O-diphenylphosphono-6-O-methyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 214051-08-8
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-2-methoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: [Ir(COD)2(PMePh₂)2]PF₆; H₂ / tetrahydrofuran / 1 h / 20 °C

1.2: 73 percent / H₂O; I₂ / tetrahydrofuran / 1 h / 60 °C

2.1: DBU / CH₂Cl₂ / 0.5 h / 0 °C

With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; 1.1: Substitution / 1.2: Hydrolysis / 2.1: Addition;
DOI:10.1016/S0040-4020(00)00684-0