1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite

Base Information

• Chemical Name: 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite
• CAS No.: 163563-71-1
• Molecular Formula: C₃₂H₅₆NO₆P
• Molecular Weight: 581.773
• Mol file: 163563-71-1.mol

Synonyms:1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite

Chemical Property of 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite

There total 1 articles about 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite 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: 86.0%

1,2-dioctanoyl-sn-glycerol (60514-48-9) + benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite (108549-21-9) → 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite (163563-71-1)

Guidance literature:

With 1H-tetrazole; In dichloromethane; for 2h;

DOI:10.1021/jo00116a023

Reference yield: 53.0%

C58H62O15P2 + 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite (163563-71-1) → C84H103O22P3

Guidance literature:

C₅₈H₆₂O₁₅P₂; 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite; With 1H-tetrazole; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmcl.2016.10.046

Reference yield: 52.0%

(+)-2,3,4,5,6-pentakis-O-benzyl myo-inositol (6195-45-5,13264-84-1,22132-86-1,25018-91-1,26277-05-4,30694-52-1,28366-79-2) + 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite (163563-71-1) → (+)-1D-1-(1,2-dioctanoyl-sn-glycerol-3-phospho)-2,3,4,5,6-penta-O-benzyl-myo-inositol (1212821-99-2)

Guidance literature:

(+)-2,3,4,5,6-pentakis-O-benzyl myo-inositol; 1,2-Di-O-octanoyl-sn-glycerol benzyl (N,N-diisopropylamino)phosphoramidite; With 1H-tetrazole; In dichloromethane; acetonitrile; at 20 ℃; Inert atmosphere;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile; at -78 - 20 ℃;

DOI:10.1016/j.tetasy.2009.11.026

upstream raw materials:

1,2-dioctanoyl-sn-glycerol

benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite

Downstream raw materials:

Octanoic acid (R)-2-{benzyloxy-[(1S,2R,3R,4S,5S,6R)-3,5-bis-(bis-benzyloxy-phosphoryloxy)-2,4,6-tris-butyryloxy-cyclohexyloxy]-phosphoryloxy}-1-octanoyloxymethyl-ethyl ester

Octanoic acid (R)-2-{benzyloxy-[(1S,2S,3S,4S,5R,6R)-3,4-bis-(bis-benzyloxy-phosphoryloxy)-2,5,6-tris-butyryloxy-cyclohexyloxy]-phosphoryloxy}-1-octanoyloxymethyl-ethyl ester

Octanoic acid (R)-2-{benzyloxy-[(1S,2R,3R,4S,5S,6R)-2,4,6-tris-benzyloxy-3-(bis-benzyloxy-phosphoryloxy)-5-hydroxy-cyclohexyloxy]-phosphoryloxy}-1-octanoyloxymethyl-ethyl ester

Octanoic acid (R)-2-[hydroxy-((1S,2R,3R,4S,5S,6R)-2,4,6-tris-butyryloxy-3,5-bis-phosphonooxy-cyclohexyloxy)-phosphoryloxy]-1-octanoyloxymethyl-ethyl ester

Refernces

• 1、 Reddy,Saady,Falck,Whited. "Intracellular mediators: Synthesis of L-α-phosphatidyl-D-myo-inositol 3,4,5-trisphosphate and glyceryl ether analogs". . p. 3385 - 3390. Retrieved 2007/10/02.