dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate

Base Information

Chemical Name:dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate
CAS No.:798552-74-6
Molecular Formula:C₄₉H₅₁O₈P
Molecular Weight:798.913
Hs Code.:

Synonyms:dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate

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Chemical Property of dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate

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Technology Process of dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate

There total 8 articles about dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate 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:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 798552-74-6
dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 98 percent / triphenylphosphine; imidazole; iodine / toluene / 0.08 h / 60 °C / microwave irradiation

2.1: 98 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 0.5 h / 80 °C / microwave irradiation

3.1: 1.7 g / aq. PdCl₂ / dioxane / 0.08 h / 60 °C / microwave irradiation

4.1: 95 percent / imidazole / dimethylformamide / 50 °C

5.1: 93 percent / pyridine / tetrahydrofuran / 1 h / 20 °C

6.1: BH₃*THF / tetrahydrofuran / 2 h / 20 °C

6.2: 87 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 0.5 h

7.1: NaH / dimethylformamide / 20 °C

7.2: 90 percent / dimethylformamide / 4 h / 20 °C

8.1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

9.1: N-(phenyl)imidazolium triflate / acetonitrile

10.1: 0.38 g / m-chloroperoxybenzoic acid / CH₂Cl₂ / -50 - 0 °C

With pyridine; 1H-imidazole; borane-THF; tetrabutyl ammonium fluoride; iodine; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium dichloride; N-phenylimidazolium trifluoromethanesulfonatesalt; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja045522j

Reference yield:

: 85716-45-6
1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon

: 798552-74-6
dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / imidazole / dimethylformamide / 50 °C

2.1: 93 percent / pyridine / tetrahydrofuran / 1 h / 20 °C

3.1: BH₃*THF / tetrahydrofuran / 2 h / 20 °C

3.2: 87 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 0.5 h

4.1: NaH / dimethylformamide / 20 °C

4.2: 90 percent / dimethylformamide / 4 h / 20 °C

5.1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

6.1: N-(phenyl)imidazolium triflate / acetonitrile

7.1: 0.38 g / m-chloroperoxybenzoic acid / CH₂Cl₂ / -50 - 0 °C

With pyridine; 1H-imidazole; borane-THF; tetrabutyl ammonium fluoride; sodium hydride; 3-chloro-benzenecarboperoxoic acid; N-phenylimidazolium trifluoromethanesulfonatesalt; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja045522j

Reference yield:

: 131289-28-6
(2S,3R,4R,5S) 5-<(t-butyldimethylsilyl)oxy>-2,3,4-tris(benzyloxy) cyclohexane-1-one

: 798552-74-6
dibenzyl (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)cyclohexyl phosphate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / pyridine / tetrahydrofuran / 1 h / 20 °C

2.1: BH₃*THF / tetrahydrofuran / 2 h / 20 °C

2.2: 87 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 0.5 h

3.1: NaH / dimethylformamide / 20 °C

3.2: 90 percent / dimethylformamide / 4 h / 20 °C

4.1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

5.1: N-(phenyl)imidazolium triflate / acetonitrile

6.1: 0.38 g / m-chloroperoxybenzoic acid / CH₂Cl₂ / -50 - 0 °C

With pyridine; borane-THF; tetrabutyl ammonium fluoride; sodium hydride; 3-chloro-benzenecarboperoxoic acid; N-phenylimidazolium trifluoromethanesulfonatesalt; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja045522j