Phosphoric acid (1R,2S,3R,4R,5R,6R)-2,5-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-3,4-dihydroxy-cyclohexyl ester bis-(2-cyano-ethyl) ester

Base Information

• Chemical Name: Phosphoric acid (1R,2S,3R,4R,5R,6R)-2,5-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-3,4-dihydroxy-cyclohexyl ester bis-(2-cyano-ethyl) ester
• CAS No.: 142409-36-7
• Molecular Formula: C₃₂H₃₈N₄O₁₂P₂
• Molecular Weight: 732.621
• Mol file: 142409-36-7.mol

Synonyms:

Chemical Property of Phosphoric acid (1R,2S,3R,4R,5R,6R)-2,5-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-3,4-dihydroxy-cyclohexyl ester bis-(2-cyano-ethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid (1R,2S,3R,4R,5R,6R)-2,5-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-3,4-dihydroxy-cyclohexyl ester bis-(2-cyano-ethyl) ester

There total 7 articles about Phosphoric acid (1R,2S,3R,4R,5R,6R)-2,5-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-3,4-dihydroxy-cyclohexyl ester bis-(2-cyano-ethyl) 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:

Phosphoric acid (3aS,4S,5R,6R,7R,7aS)-4,7-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester bis-(2-cyano-ethyl) ester (142387-39-1) → Phosphoric acid (1R,2S,3R,4R,5R,6R)-2,5-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-3,4-dihydroxy-cyclohexyl ester bis-(2-cyano-ethyl) ester (142409-36-7)

Guidance literature:

With hydrogenchloride; In methanol; acetone; at 20 ℃; for 2h;

DOI:10.1016/S0008-6215(00)90549-4

Reference yield:

benzyl bromide (100-39-0) → Phosphoric acid (1R,2S,3R,4R,5R,6R)-2,5-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-3,4-dihydroxy-cyclohexyl ester bis-(2-cyano-ethyl) ester (142409-36-7)

Guidance literature:

Multi-step reaction with 6 steps

1: NaH / dimethylformamide / 20 °C

2: 80 percent / toluene-p-sulphonic acid / 10percent Pd-C / ethanol; H₂O / 36 h / Heating

3: 530 mg / toluene-p-sulphonic acid / dimethylformamide / 3 h / 20 °C

4: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 1 h / 20 °C

5: m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 deg C to 20 deg C

6: 1.8 g / 1 M HCl / acetone; methanol / 2 h / 20 °C

With 1H-tetrazole; hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1016/S0008-6215(00)90549-4

Reference yield:

1,3,4,6-tetra-O-allyl-myo-inositol (136986-12-4) → Phosphoric acid (1R,2S,3R,4R,5R,6R)-2,5-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-3,4-dihydroxy-cyclohexyl ester bis-(2-cyano-ethyl) ester (142409-36-7)

Guidance literature:

Multi-step reaction with 6 steps

1: NaH / dimethylformamide / 20 °C

2: 80 percent / toluene-p-sulphonic acid / 10percent Pd-C / ethanol; H₂O / 36 h / Heating

3: 530 mg / toluene-p-sulphonic acid / dimethylformamide / 3 h / 20 °C

4: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 1 h / 20 °C

5: m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 deg C to 20 deg C

6: 1.8 g / 1 M HCl / acetone; methanol / 2 h / 20 °C

With 1H-tetrazole; hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1016/S0008-6215(00)90549-4

upstream raw materials:

Phosphoric acid (3aS,4S,5R,6R,7R,7aS)-4,7-bis-benzyloxy-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester bis-(2-cyano-ethyl) ester

benzyl bromide

1,3,4,6-tetra-O-allyl-myo-inositol

(+/-)-2,5-di-O-benzyl-1,6-O-isopropylidene-myo-inositol

Downstream raw materials:

Phosphoric acid (1R,2S,3S,4S,5R,6R)-2,5-bis-benzyloxy-3,4-bis-[bis-(2-cyano-ethoxy)-phosphanyloxy]-6-[bis-(2-cyano-ethoxy)-phosphoryloxy]-cyclohexyl ester bis-(2-cyano-ethyl) ester

octa(2-cyanoethyl) 2,5-di-O-benzyl-myo-inositol 1,3,4,6-tetrakisphosphate