benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) phosphate

Base Information

• Chemical Name: benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) phosphate
• CAS No.: 188950-59-6
• Molecular Formula: C₆₁H₈₇O₁₃P
• Molecular Weight: 1059.33
• Mol file: 188950-59-6.mol

Synonyms:benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) phosphate

Chemical Property of benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) phosphate

There total 6 articles about benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) 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: 72.0%

benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-[2,6-di-O-benzoxymethyl-3-O-benzyl-4,5-O-(p-methoxybenzyl)-D-myo-inosityl] phosphate (188950-58-5) → benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) phosphate (188950-59-6)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1002/(SICI)1099-1344(199703)39:3<251::AID-JLCR964>3.0.CO;2-Y

Reference yield:

1-undecen-11-ylbromide (7766-50-9) → benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) phosphate (188950-59-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 82 percent / NaH / dimethylformamide / 2 h / Ambient temperature

2: 98 percent / DDQ / CH₂Cl₂ / 3 h / Ambient temperature

3: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 1.42 h / 0 - 20 °C

4: 1H-tetrazole / CH₂Cl₂ / 2 h / Ambient temperature

5: m-CPBA / CH₂Cl₂ / 1.) -40 deg C, 5 min, 2.) from 0 deg C to RT, 60 min

6: 72 percent / DDQ, H₂O / CH₂Cl₂ / 4 h / Ambient temperature

With 1H-tetrazole; water; sodium hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1099-1344(199703)39:3<251::AID-JLCR964>3.0.CO;2-Y

Reference yield:

1,2-di-(10-undecenyl)-sn-glycerol (188950-56-3) → benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-(2,6-di-O-benzoxymethyl-3-O-benzyl-D-myo-inosityl) phosphate (188950-59-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 1.42 h / 0 - 20 °C

2: 1H-tetrazole / CH₂Cl₂ / 2 h / Ambient temperature

3: m-CPBA / CH₂Cl₂ / 1.) -40 deg C, 5 min, 2.) from 0 deg C to RT, 60 min

4: 72 percent / DDQ, H₂O / CH₂Cl₂ / 4 h / Ambient temperature

With 1H-tetrazole; water; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;

DOI:10.1002/(SICI)1099-1344(199703)39:3<251::AID-JLCR964>3.0.CO;2-Y

upstream raw materials:

benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-[2,6-di-O-benzoxymethyl-3-O-benzyl-4,5-O-(p-methoxybenzyl)-D-myo-inosityl] phosphate

1-undecen-11-ylbromide

1,2-di-(10-undecenyl)-sn-glycerol

1,2-di-(10-undecenyl)-3-(p-methoxybenzyl)-sn-glycerol