1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Base Information

• Chemical Name: 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol
• CAS No.: 1235579-72-2
• Molecular Formula: C₄₀H₄₉N₂O₆P
• Molecular Weight: 684.813
• Mol file: 1235579-72-2.mol

Synonyms:1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Chemical Property of 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

There total 1 articles about 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol 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: 81.0%

2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol (129257-38-1) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol (1235579-72-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.bmc.2010.03.071

Reference yield: 36.0%

benzyl 6-([N,N-diisopropylamino]-2-cyanoethyl-phosphite)-hexyl-1-carbamate (1235579-76-6) + 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol (1235579-72-2) + C6H15N*C55H56O13 → C94H113NO38P6(6-)*6Na(1+)

Guidance literature:

C₆H₁₅N*C₅₅H₅₆O₁₃; With diisopropyl-carbodiimide; at 20 ℃; Automated synthesizer; Inert atmosphere; solid phase reaction;

With dichloro-acetic acid; In toluene; at 20 ℃; for 0.05h; Automated synthesizer; Inert atmosphere; solid phase reaction;

benzyl 6-([N,N-diisopropylamino]-2-cyanoethyl-phosphite)-hexyl-1-carbamate; 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol; Further stages;

DOI:10.1039/c1cc13132j

Reference yield: 32.0%

benzyl 6-([N,N-diisopropylamino]-2-cyanoethyl-phosphite)-hexyl-1-carbamate (1235579-76-6) + 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol (1235579-72-2) + C6H15N*C35H36O8 (1329029-38-0) + 1-O-([N,N-diisopropylamino]-2-cyanoethoxy-phosphite)-2-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol → C94H113NO38P6(6-)*6Na(1+)

Guidance literature:

C₆H₁₅N*C₃₅H₃₆O₈; With diisopropyl-carbodiimide; at 20 ℃; for 0.05h; Automated synthesizer; Inert atmosphere; solid phase reaction;

With dichloro-acetic acid; In toluene; at 20 ℃; Automated synthesizer; Inert atmosphere; solid phase reaction;

benzyl 6-([N,N-diisopropylamino]-2-cyanoethyl-phosphite)-hexyl-1-carbamate; 1-([N,N-diisopropylamino]-2-cyanoethylphosphite)-2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol; 1-O-([N,N-diisopropylamino]-2-cyanoethoxy-phosphite)-2-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol; Further stages;

DOI:10.1039/c1cc13132j

upstream raw materials:

2-O-benzyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

Downstream raw materials:

1-[(perfluorooctylpropysulfonylethyl)-(2-cyanoethyl)-phosphate]-2-O-benzyl-sn-glycerol