(2R,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:142141-03-5
Molecular Formula:C₄₉H₇₂NO₂₃P
Molecular Weight:1074.08
Hs Code.:

(2R,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2R,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2R,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 16 articles about (2R,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl 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:

: 142141-02-4,142187-28-8
allyl O--(1->6)-<2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside 4->

: 142141-03-5
(2S,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With silver carbonate; zinc; In pyridine; acetic acid; for 18h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90547-0

Reference yield:

: 142141-02-4,142187-28-8
allyl O--(1->6)-<2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside 4->

: 142141-03-5
(2R,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With silver carbonate; zinc; In pyridine; acetic acid; for 18h;
DOI:10.1016/S0008-6215(00)90547-0

Reference yield:

: 63064-48-2,116288-58-5,117299-90-8,126778-02-7,28738-44-5
allyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

: 142141-03-5
(2S,4R,5R,6R)-4,5-Diacetoxy-2-[(2R,3S,4R,5R,6R)-5-((R)-3-acetoxy-tetradecanoylamino)-6-allyloxy-4-benzoyloxy-3-phosphonooxy-tetrahydro-pyran-2-ylmethoxy]-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / Ba(OH)2*8H₂O / H₂O / 110 °C

2: 87 percent / methanol / 48 h / Ambient temperature

3: 81 percent / 4-toluenesulphonic acid / tetrahydrofuran; acetonitrile / 1 h / Ambient temperature

4: 80 percent / 4-dimethylaminopyridine / pyridine / 30 °C

5: 94 percent / 1.5 M trifluoroacetic acid, silica gel / CH₂Cl₂ / 4 h / Ambient temperature

6: 65 percent / Hg(CN)2, MS 4A / acetonitrile / 0.25 h

7: 31 percent / N-methylimidazole / tetrahydrofuran / 60 °C

8: activated Zn, Ag₂CO₃ / pyridine; acetic acid / 18 h / Ambient temperature

With 1-methyl-1H-imidazole; dmap; barium dihydroxide; mercury(II) cyanide; silica gel; toluene-4-sulfonic acid; silver carbonate; trifluoroacetic acid; zinc; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/S0008-6215(00)90547-0