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

Base Information

Chemical Name:allyl 6-O-benzyl-2-deoxy-4-O-(di-O-benzyl-phosphono)-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
CAS No.:339317-22-5
Molecular Formula:C₆₁H₈₉Cl₃NO₁₃P
Molecular Weight:1181.71
Hs Code.:

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

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

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

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

There total 11 articles about allyl 6-O-benzyl-2-deoxy-4-O-(di-O-benzyl-phosphono)-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: 77.0%

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 230966-79-7
allyl 6-O-benzyl-2-deoxy-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 339317-22-5
allyl 6-O-benzyl-2-deoxy-4-O-(di-O-benzyl-phosphono)-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: Dibenzyl N,N-diisopropylphosphoramidite; allyl 6-O-benzyl-2-deoxy-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside; In dichloromethane;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

Reference yield:

: (R)-3-Tetradecanoyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-5-(bis-benzyloxy-phosphanyloxy)-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

: 339317-22-5
allyl 6-O-benzyl-2-deoxy-4-O-(di-O-benzyl-phosphono)-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4020(02)01067-0

Reference yield:

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

: 339317-22-5
allyl 6-O-benzyl-2-deoxy-4-O-(di-O-benzyl-phosphono)-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / N,N'-dicyclohexylcarbodiimide; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 85 percent / NaBH₃CN; HCl; molecular sieves 4 Angstroem / diethyl ether; tetrahydrofuran / 0 °C

3: 1H-tetrazole / CH₂Cl₂ / 0.5 h / 20 °C

4: 1.33 g / m-chloroperbenzoic acid / CH₂Cl₂ / 0 °C

With 1H-tetrazole; hydrogenchloride; dmap; 4 A molecular sieve; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(02)01067-0