tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate

Base Information

• Chemical Name: tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate
• CAS No.: 1412439-58-7
• Molecular Formula: C₆₀H₇₉NO₁₈P₂
• Molecular Weight: 1164.23
• Mol file: 1412439-58-7.mol

Synonyms:tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate

Chemical Property of tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate

There total 15 articles about tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate 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%

12-(((benzyloxy)carbonyl)amino)dodecanoic acid (4272-07-5) + 1D-2,3,6-O-tris(methoxymethylene)-myo-inositol 4,5-bis(dibenzyl phosphate) (496808-69-6) → tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate (1412439-58-7)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1002/ejoc.201200726

Reference yield:

1D-1-O-(tert-butyldiphenylsilyl)-2,3,6-O-tris(methoxymethylene)-myo-inositol 4,5-bis(dibenzylphosphate) (496808-68-5) → tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate (1412439-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 72 h / 20 °C / Inert atmosphere

With dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.201200726

Reference yield:

methyl 12-(benzyloxycarbonylamino)dodecanoate (1129295-44-8) → tetrabenzyl 4,5-{1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2,3,6-tri-O-methoxymethyl-myo-inosityl}bisphosphate (1412439-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide / water; tetrahydrofuran / 10 h / 20 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 72 h / 20 °C / Inert atmosphere

With dmap; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/ejoc.201200726

upstream raw materials:

1D-1-O-(tert-butyldiphenylsilyl)-2,3,6-O-tris(methoxymethylene)-myo-inositol 4,5-bis(dibenzylphosphate)

12-(((benzyloxy)carbonyl)amino)dodecanoic acid

1D-2,3,6-O-tris(methoxymethylene)-myo-inositol 4,5-bis(dibenzyl phosphate)

methyl 12-(benzyloxycarbonylamino)dodecanoate

Downstream raw materials:

C₁₈H₃₇NO₁₃P₂