dibenzyl (S_S,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate

Base Information

• Chemical Name: dibenzyl (S_S,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate
• CAS No.: 925463-06-5
• Molecular Formula: C₂₄H₂₇BrNO₄PS
• Molecular Weight: 536.426

Synonyms:dibenzyl (S_S,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate

Chemical Property of dibenzyl (S_S,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate

Chemical Property:

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Technology Process of dibenzyl (S_S,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate

There total 2 articles about dibenzyl (S_S,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate 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: 54.0%

(S)-N-(2-methylpropylidene)-p-bromobenzenesulfinamide + dibenzyl hydrogen phosphite (538-60-3) → dibenzyl (SS,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate (925463-06-5) + dibenzyl (SS,S)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate

Guidance literature:

dibenzyl hydrogen phosphite; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(S)-N-(2-methylpropylidene)-p-bromobenzenesulfinamide; In tetrahydrofuran; at -78 ℃; for 3h;

DOI:10.1016/j.bmc.2006.10.047

Reference yield:

(S)-p-bromobenzenesulfinamide (873586-57-3) → dibenzyl (SS,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate (925463-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) ethoxide / CH₂Cl₂ / 3 h / Heating

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

2.2: 54 percent / tetrahydrofuran / 3 h / -78 °C

With titanium(IV) tetraethanolate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2006.10.047

Reference yield: 97.0%

dibenzyl (SS,R)-N-(p-bromobenzenesulfinyl)-2-amino-2-methylpropylphosphonate (925463-06-5) → dibenzyl (R)-N-(p-bromobenzenesulfonyl)-2-amino-2-methylpropylphosphonate (925463-07-6)

Guidance literature:

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

DOI:10.1016/j.bmc.2006.10.047

upstream raw materials:

dibenzyl hydrogen phosphite

(S)-p-bromobenzenesulfinamide

Downstream raw materials:

dibenzyl (R)-N-(p-bromobenzenesulfonyl)-2-amino-2-methylpropylphosphonate

dibenzyl (R)-[1-(3'-chlorobiphenyl-4-ylsulfonylamino)-2-methylpropyl]phosphonate

dibenzyl (R)-2-methyl-1-[({4-[(E)-2-phenylvinyl]phenyl}sulfonyl)amino]propylphosphonate

dibenzyl (R)-[1-(3'-fluorobiphenyl-4-ylsulfonylamino)-2-methylpropyl]phosphonate

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