Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester

Base Information

Chemical Name:Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester
CAS No.:200938-37-0
Molecular Formula:C₄₀H₄₆N₃O₁₃P
Molecular Weight:807.791
Hs Code.:

Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester

Synonyms:Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester

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Chemical Property of Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester

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Technology Process of Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester

There total 13 articles about Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl 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: 85.0%

: 6-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-4,5-O-isopropylidene-2,3-O-(D-1,7,7-trimethyl[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol 1-di-O-benzyl phosphate

: 200938-37-0
Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester

Guidance literature:: With trifluoroacetic acid; In chloroform; for 2h;
DOI:10.1016/S0040-4020(97)10238-1

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 200938-37-0
Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 87 percent / p-toluenesulfonic acid / dimethylformamide / 4 h

2: 3.65 g / NaH / dimethylformamide / 0.17 h

3: 1) NaCNBH₃, 2) HCl / 1) THF, room temperature, 1 h, 2) THF, Et₂O

4: 3.95 g / NaH / dimethylformamide / 0.25 h

5: 86 percent / dimethyl(methylthio)sulfonium tetrafluoroborate, 4 Angstroem molecular sieves / tetrahydrofuran / 1 h / Ambient temperature

6: 48 percent / Cp₂ZrCl₂, AgOTf, 4 Angstroem molecular sieves / diethyl ether / 17 h

7: 80 percent / NaOH / methanol / 0.25 h / Heating

8: 63 percent / pyridinium toluene-4-sulfonate / dimethylformamide / 6 h

9: 1H-tetrazole / CH₂Cl₂ / 0.33 h

10: 986 mg / m-chloroperbenzoic acid / CH₂Cl₂ / 0.17 h / 0 °C

11: 1) H₂, 2) NIS, H₂O / 1) bis(methyldiphenylphosphine)>(1,5-cyclooctadiene)iridium(I)PF₆ / 1) THF, 15 min, 2) THF, 1 h

12: 85 percent / CF₃CO₂H / CHCl₃ / 2 h

With 1H-tetrazole; hydrogenchloride; sodium hydroxide; N-iodo-succinimide; zirconocene dichloride; 4 A molecular sieve; dimethyl(methylthio)sulfonium tetrafluoroborate; water; hydrogen; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; (bis(diphenylphosphino)ethylene)(1,5-cyclooctadiene)iridium(I) hexafluorophosphate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10238-1

Reference yield:

: 151992-76-6
Ethyl 2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

: 200938-37-0
Phosphoric acid (1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-azido-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl ester dibenzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 3.95 g / NaH / dimethylformamide / 0.25 h

2: 86 percent / dimethyl(methylthio)sulfonium tetrafluoroborate, 4 Angstroem molecular sieves / tetrahydrofuran / 1 h / Ambient temperature

3: 48 percent / Cp₂ZrCl₂, AgOTf, 4 Angstroem molecular sieves / diethyl ether / 17 h

4: 80 percent / NaOH / methanol / 0.25 h / Heating

5: 63 percent / pyridinium toluene-4-sulfonate / dimethylformamide / 6 h

6: 1H-tetrazole / CH₂Cl₂ / 0.33 h

7: 986 mg / m-chloroperbenzoic acid / CH₂Cl₂ / 0.17 h / 0 °C

8: 1) H₂, 2) NIS, H₂O / 1) bis(methyldiphenylphosphine)>(1,5-cyclooctadiene)iridium(I)PF₆ / 1) THF, 15 min, 2) THF, 1 h

9: 85 percent / CF₃CO₂H / CHCl₃ / 2 h

With 1H-tetrazole; sodium hydroxide; N-iodo-succinimide; zirconocene dichloride; 4 A molecular sieve; dimethyl(methylthio)sulfonium tetrafluoroborate; water; hydrogen; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; (bis(diphenylphosphino)ethylene)(1,5-cyclooctadiene)iridium(I) hexafluorophosphate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10238-1