1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide

Base Information

• Chemical Name: 1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide
• CAS No.: 180600-14-0
• Molecular Formula: C₅₃H₆₃N₂O₈P
• Molecular Weight: 887.066
• Mol file: 180600-14-0.mol

Synonyms:

Chemical Property of 1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide

There total 4 articles about 1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide 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: 71.0%

4-<(tetrahydropyranyloxy)methyl>benzyl chloride (171358-70-6) + (4α,5α,6β,7β)-hexahydro-5,6-(1-methylethylidene)bisoxy-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide (180600-08-2) → 1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide (180600-14-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; for 36h; Ambient temperature;

DOI:10.3987/com-96-7524

Reference yield:

(2R,3S,4S,5R)-2,5-bis[N-(benzyloxycarbonyl)amino]-1,6-diphenyl-3,4-hexanediol (153223-10-0) → 1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide (180600-14-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / camphor sulfonic acid / CH₂Cl₂ / 48 h / Ambient temperature

2: 100 percent / hydrogen / 10percent Pd/C / tetrahydrofuran; ethanol / 18 h / 760 Torr

3: 64 percent / triethylamine / tetrahydrofuran / 16 h / Ambient temperature

4: 71 percent / sodium hydride, tetrabutylammonium iodide / dimethylformamide / 36 h / Ambient temperature

With camphor-10-sulfonic acid; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3987/com-96-7524

Reference yield:

dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate (177574-46-8) → 1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide (180600-14-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / hydrogen / 10percent Pd/C / tetrahydrofuran; ethanol / 18 h / 760 Torr

2: 64 percent / triethylamine / tetrahydrofuran / 16 h / Ambient temperature

3: 71 percent / sodium hydride, tetrabutylammonium iodide / dimethylformamide / 36 h / Ambient temperature

With hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.3987/com-96-7524

upstream raw materials:

4-<(tetrahydropyranyloxy)methyl>benzyl chloride

(4α,5α,6β,7β)-hexahydro-5,6-(1-methylethylidene)bisoxy-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide

O-phenyl phosphorodichloridate

(2R,3S,4S,5R)-2,5-bis[N-(benzyloxycarbonyl)amino]-1,6-diphenyl-3,4-hexanediol

Downstream raw materials:

5,6-Dihydroxy-(4α,5α,6β,7β)-hexahydro-1,3-bis(4-(hydroxymethyl)phenylmethyl)-2-phenoxy-4,7-bis(phenyl-methyl)-1H-1,3,2-diazaphosphepine 2-oxide