4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester

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Chemical Name:4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester
CAS No.:932725-89-8
Molecular Formula:C₂₇H₃₅ClF₂N₃O₁₀P
Molecular Weight:666.013
Hs Code.:

Synonyms:4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester

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Chemical Property of 4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester

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Technology Process of 4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester

There total 11 articles about 4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl 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: 94.0%

: 932725-87-6
4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester α-methyl ester

: 932725-89-8
4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester

Guidance literature:: With lithium hydroxide; In tetrahydrofuran;
DOI:10.1021/jm061146x

Reference yield:

: C₁₀H₉Cl₂F₂O₃P

: 932725-89-8
4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2.54 g / diisopropylethylamine / CH₂Cl₂ / 20 h / -20 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.25 h / -78 °C

2.2: 60 percent / tetrahydrofuran / 10 h / -78 °C

3.1: 69 percent / Me₃SnOH / 1,2-dichloro-ethane / 3 h / Heating

4.1: 0.32 g / PyBOP; DIEA / CH₂Cl₂ / 1 h / 0 - 20 °C

5.1: 94 percent / aq. LiOH / tetrahydrofuran

With lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trimethyltin(IV) hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jm061146x

Reference yield:

: 932725-73-0
methyl 4-[diethyl phosphono(difluoromethyl)]phenylacetate

: 932725-89-8
4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetic-(L)-aspartic acid β-tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: CH₂Cl₂ / 18 h

2.1: oxalyl chloride; DMF / CH₂Cl₂ / 1.5 h

3.1: 2.54 g / diisopropylethylamine / CH₂Cl₂ / 20 h / -20 °C

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.25 h / -78 °C

4.2: 60 percent / tetrahydrofuran / 10 h / -78 °C

5.1: 69 percent / Me₃SnOH / 1,2-dichloro-ethane / 3 h / Heating

6.1: 0.32 g / PyBOP; DIEA / CH₂Cl₂ / 1 h / 0 - 20 °C

7.1: 94 percent / aq. LiOH / tetrahydrofuran

With lithium hydroxide; oxalyl dichloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trimethyltin(IV) hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jm061146x