diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate

Base Information

• Chemical Name: diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate
• CAS No.: 149194-44-5
• Molecular Formula: C₃₃H₃₁N₂O₇P
• Molecular Weight: 598.592
• Mol file: 149194-44-5.mol

Synonyms:diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate

Chemical Property of diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate

There total 7 articles about diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate 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: 55.0%

triphenyl phosphite (101-02-0) + O-benzyl carbamate (621-84-1) + 5-phthalimido-1-pentanal (95691-09-1) → diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate (149194-44-5)

Guidance literature:

In acetic acid; at 80 - 85 ℃; for 1h;

DOI:10.1016/S0040-4039(00)73578-7

Reference yield:

phthalic anhydride (85-44-9) → diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate (149194-44-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / toluene / 3 h / 125 °C

2: 77 percent / oxalyl chloride; DMSO; diisopropylethylamine / CH₂Cl₂ / -78 - 20 °C

3: 45 percent / acetic acid / 2 h / 90 °C

With oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; 2: Swern oxidation;

DOI:10.1021/jm0499209

Reference yield:

5-hydroxypentylamine (2508-29-4) → diphenyl benzyloxycarbonylamino-(4-phthalimidobutyl)methanephosphonate (149194-44-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / toluene / 3 h / 125 °C

2: 77 percent / oxalyl chloride; DMSO; diisopropylethylamine / CH₂Cl₂ / -78 - 20 °C

3: 45 percent / acetic acid / 2 h / 90 °C

With oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; 2: Swern oxidation;

DOI:10.1021/jm0499209

upstream raw materials:

triphenyl phosphite

O-benzyl carbamate

5-phthalimido-1-pentanal

phthalic anhydride

Downstream raw materials:

[5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-formylamino-pentyl]-phosphonic acid diphenyl ester