diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate

Base Information

• Chemical Name: diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate
• CAS No.: 338951-86-3
• Molecular Formula: C₇₈H₁₂₂F₂NO₁₁PSi
• Molecular Weight: 1346.88
• Mol file: 338951-86-3.mol

Synonyms:diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate

Chemical Property of diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate

There total 1 articles about diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate 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: 96.0%

chlorophosphoric acid diphenyl ester (2524-64-3) + diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate (338951-85-2) → diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate (338951-86-3)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0008-6215(01)00055-6

Reference yield: 88.0%

diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate (338951-86-3) → diphenylmethyl 2,6-anhydro-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate (338951-87-4)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1016/S0008-6215(01)00055-6

Reference yield:

diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate (338951-86-3) → 2,6-anhydro-3,7-dideoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-7-fluoro-D-glycero-D-ido-heptonic acid (338951-45-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / HCl; water / tetrahydrofuran / 6 h / 20 °C

2: 77 percent / DAST / 1,2-dimethoxy-ethane / 2 h / 0 °C

3: 72 percent / H₂ / Pd(OH)2/C / ethanol / 8 h / 20 °C

With hydrogenchloride; water; hydrogen; 4,4'-diaminostilbene-2,2'-disulfonic acid; palladium dihydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol;

DOI:10.1016/S0008-6215(01)00055-6

upstream raw materials:

chlorophosphoric acid diphenyl ester

diphenylmethyl 2,6-anhydro-7-O-tert-butyldimethylsilyl-3-deoxy-3-(2,2-difluorotetradecanamido)-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate

Downstream raw materials:

diphenylmethyl 2,6-anhydro-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonate

2,6-anhydro-3,7-dideoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-7-fluoro-D-glycero-D-ido-heptonic acid

2,6-anhydro-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-D-glycero-D-ido-heptonic acid

2,6-anhydro-3-deoxy-3-(2,2-difluorotetradecanamido)-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-7-O-methyl-D-glycero-D-ido-heptonate