[3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester

Base Information

• Chemical Name: [3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester
• CAS No.: 902526-59-4
• Molecular Formula: C₂₅H₃₄F₂NO₆P
• Molecular Weight: 513.519

Synonyms:[3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester

Chemical Property of [3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester

Chemical Property:

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Technology Process of [3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester

There total 2 articles about [3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester 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:

diethyl (3,4-difluoro-benzyl)phosphonate (451455-95-1) → [3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester (902526-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / toluene; heptane / 1 h / -78 °C

1.2: toluene; heptane / -78 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 8 h / Heating

With n-butyllithium; sodium hydride; In tetrahydrofuran; n-heptane; toluene;

DOI:10.1016/j.bmc.2006.04.018

Reference yield:

[3-bromo-1-(3,4-difluoro-phenyl)-propyl]-phosphonic acid diethyl ester (902526-56-1) + tert-butyl N-(benzyloxy)carbamate (79722-21-7) → [3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester (902526-59-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 8h; Heating;

DOI:10.1016/j.bmc.2006.04.018

Reference yield: 76.0%

[3-(N-benzyloxy-N-tert-butoxycarbonylamino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester (902526-59-4) → [3-benzyloxyamino-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester (902526-62-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/j.bmc.2006.04.018

upstream raw materials:

[3-bromo-1-(3,4-difluoro-phenyl)-propyl]-phosphonic acid diethyl ester

tert-butyl N-(benzyloxy)carbamate

diethyl (3,4-difluoro-benzyl)phosphonate

Downstream raw materials:

[3-benzyloxyamino-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester

[3-(benzyloxy-formyl-amino)-1-(3,4-difluorophenyl)-propyl]-phosphonic acid diethyl ester

[3-(acetyl-benzyloxy-amino)-1-(3,4-difluoro-phenyl)-propyl]-phosphonic acid diethyl ester

2,2-dimethyl-propionic acid [3-(benzyloxy-formyl-amino)-1-(3,4-difluoro-phenyl)-propyl]-(2,2-dimethyl-propionyloxymethoxy)-phosphinoyloxymethyl ester

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