O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate

Base Information

Chemical Name:O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate
CAS No.:160531-88-4
Molecular Formula:C₁₃H₂₁BrNO₅P
Molecular Weight:382.191
Hs Code.:

Synonyms:O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate

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Chemical Property of O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate

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Technology Process of O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate

There total 4 articles about O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate 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: 66.0%

: 160531-80-6
O-(2-bromoethyl) O-methyl N-<1',2'-O-isopropylidene-sn-glycero-(3'-N-benzylamino)>phosphoramidate

: 160531-88-4
O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; Ambient temperature;
DOI:10.1021/jo00096a023

Reference yield:

: 100-46-9
benzylamine

: 160531-88-4
O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / NaI / dimethylsulfoxide / 80 °C

2: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C

3: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h

4: 66 percent / TsOH / methanol / Ambient temperature

With toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1021/jo00096a023

Reference yield:

: 109208-40-4
N-benzyl-N-amine

: 160531-88-4
O-(2-bromoethyl) O-methyl N-benzyl-N-<2'(S),3'-dihydroxypropyl>phosphoramidate

Guidance literature:: Multi-step reaction with 3 steps

1: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C

2: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h

3: 66 percent / TsOH / methanol / Ambient temperature

With toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;
DOI:10.1021/jo00096a023