3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl ester

Base Information

Chemical Name:3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl ester
CAS No.:197902-51-5
Molecular Formula:C₃₆H₃₄N₅O₁₅P
Molecular Weight:807.664
Hs Code.:

Synonyms:3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl ester

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Chemical Property of 3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl ester

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Technology Process of 3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl ester

There total 7 articles about 3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl 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: 92.0%

: 624-75-9
iodoacetonitrile

: 197902-50-4
3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid

: 197902-51-5
3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 25 ℃; for 12h;
DOI:10.1021/ja971927a

Reference yield:

: 623-24-5
1,4-bis(bromomethyl)benzene

: 197902-51-5
3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 160 mg / 0.33 h / 100 °C

2: 58 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran / 3 h / -78 °C

3: 1.) aq. HCl, 2.) Na₂CO₃ / 1.) ether, 25 deg C, 30 min, 2.) hexane, dioxane, 25 deg C, 2 h

4: NaOH, pyridine / tetrahydrofuran / 0.5 h / 25 °C

5: 92 percent / N,N-diisopropylethylamine / acetonitrile / 12 h / 25 °C

With pyridine; hydrogenchloride; sodium hydroxide; potassium hexamethylsilazane; sodium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja971927a

Reference yield:

: 187600-98-2
bis-(2-nitrobenzyl)-N,N-diisopropylphosphoramidite

: 197902-51-5
3-{4-[Bis-(2-nitro-benzyloxy)-phosphorylmethyl]-phenyl}-2-(3,4-dimethoxy-2-nitro-benzyloxycarbonylamino)-propionic acid cyanomethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: tetrazole / CH₂Cl₂ / 0.83 h / 25 °C

2: 160 mg / 0.33 h / 100 °C

3: 58 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran / 3 h / -78 °C

4: 1.) aq. HCl, 2.) Na₂CO₃ / 1.) ether, 25 deg C, 30 min, 2.) hexane, dioxane, 25 deg C, 2 h

5: NaOH, pyridine / tetrahydrofuran / 0.5 h / 25 °C

6: 92 percent / N,N-diisopropylethylamine / acetonitrile / 12 h / 25 °C

With pyridine; 1H-tetrazole; hydrogenchloride; sodium hydroxide; potassium hexamethylsilazane; sodium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ja971927a