Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester

Base Information

Chemical Name:Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester
CAS No.:116490-85-8
Molecular Formula:C₆₅H₆₇O₁₃P
Molecular Weight:1087.21
Hs Code.:

Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester

Synonyms:Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester

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Chemical Property of Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester

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Technology Process of Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester

There total 8 articles about Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl 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: 74.0%

: 116490-83-6
5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-4-O-diphenoxyphosphoryl-β-D-glucopyranosyl)-D-ribitol

: 116490-85-8
Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester

Guidance literature:: With sodium acetate; palladium dichloride; In water; acetic acid; at 40 ℃;
DOI:10.1016/0008-6215(88)84144-2

Reference yield:

: 100-39-0
benzyl bromide

: 116490-85-8
Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / sodium hydride 50 percent disp. in oil / dimethylformamide / 1.5 h / Ambient temperature

2: 80 percent / Dowex 50W-X₄ (H+) resin / methanol / 6 h / Heating

3: 49 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH₂Cl₂ / 19 h / Heating

4: 1.) 1,2,4-triazole, triethylamine, oxolane; 2.) 4-dimethylaminopyridine / 1.) 10 min at 10 deg C, 45 min at R_.T_.; 2.) pyridine, 1.5 h at 40 deg C

5: 74 percent / palladium dichloride, sodium acetate / H₂O; acetic acid / 40 °C

With tetrahydrofuran; 1,2,4-Triazole; dmap; sodium hydroxide; Dowex 50W-X₄ (H+) resin; tetrabutylammomium bromide; sodium acetate; sodium hydride; triethylamine; palladium dichloride; In methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84144-2

Reference yield:

: 116490-77-8
2,3-di-O-acetyl-4,6-O-ethylidene-α-D-glucopyranosyl bromide

: 116490-85-8
Phosphoric acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2S,3S)-2,3,4-tris-benzyloxy-1-hydroxymethyl-butoxy)-tetrahydro-pyran-3-yl ester diphenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / mercuric bromode, mercuric cyanide, pulverised molecular sieves (3 A) / benzene; nitromethane

2: 70 percent / sodium hydride 50 percent disp. in oil / dimethylformamide / 1.5 h / Ambient temperature

3: 80 percent / Dowex 50W-X₄ (H+) resin / methanol / 6 h / Heating

4: 49 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH₂Cl₂ / 19 h / Heating

5: 1.) 1,2,4-triazole, triethylamine, oxolane; 2.) 4-dimethylaminopyridine / 1.) 10 min at 10 deg C, 45 min at R_.T_.; 2.) pyridine, 1.5 h at 40 deg C

6: 74 percent / palladium dichloride, sodium acetate / H₂O; acetic acid / 40 °C

With tetrahydrofuran; 1,2,4-Triazole; dmap; sodium hydroxide; 3 A molecular sieve; Dowex 50W-X₄ (H+) resin; tetrabutylammomium bromide; sodium acetate; mercury(II) cyanide; sodium hydride; triethylamine; mercury dibromide; palladium dichloride; In methanol; nitromethane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(88)84144-2