2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate

Base Information

• Chemical Name: 2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate
• CAS No.: 161510-91-4
• Molecular Formula: C₃₁H₄₄NO₁₀P
• Molecular Weight: 621.665
• Mol file: 161510-91-4.mol

Synonyms:2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate

Chemical Property of 2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate

There total 6 articles about 2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl 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:

Hexanoyl chloride (142-61-0) → 2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate (161510-91-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / 25 °C

2: 85 percent / AcOH, H₂ / 10percent Pd/C / propan-2-ol / 18 h / 2585.7 Torr

3: 1.) N,N-diisopropylethylamine / 1.) THF, -78 deg C, 15 min, 2.) THF, a) -78 deg C, 1 h, b) 25 deg C, 14 h

4: 30percent H₂O₂ / CH₂Cl₂

With dmap; hydrogen; dihydrogen peroxide; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; isopropyl alcohol;

DOI:10.1021/jm00050a009

Reference yield:

benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether (108609-67-2) → 2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate (161510-91-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / AcOH, H₂ / 10percent Pd/C / propan-2-ol / 18 h / 2585.7 Torr

2: 1.) N,N-diisopropylethylamine / 1.) THF, -78 deg C, 15 min, 2.) THF, a) -78 deg C, 1 h, b) 25 deg C, 14 h

3: 30percent H₂O₂ / CH₂Cl₂

With hydrogen; dihydrogen peroxide; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; isopropyl alcohol;

DOI:10.1021/jm00050a009

Reference yield:

Hexanoic acid (R)-2-[(2-benzyloxycarbonylamino-ethoxy)-phenoxy-phosphanyloxy]-1-hexanoyloxymethyl-ethyl ester (1026531-47-4) → 2-<(benzyloxycarbonyl)amino>ethyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate (161510-91-4)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; Yield given;

DOI:10.1021/jm00050a009

upstream raw materials:

Hexanoic acid (R)-2-[(2-benzyloxycarbonylamino-ethoxy)-phenoxy-phosphanyloxy]-1-hexanoyloxymethyl-ethyl ester

1,2-dihexanoyl-sn-glycerol

phenyl phosphorodichloridite

benzyl 2-hydroxyethylcarbamate

Downstream raw materials:

1,2-O-di-hexanoyl-sn-3-glycero-3-phosphothanolamine