methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate

Base Information

• Chemical Name: methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate
• CAS No.: 165952-45-4
• Molecular Formula: C₂₂H₂₈Cl₂N₂O₂
• Molecular Weight: 423.383

Synonyms:methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate

Chemical Property of methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate

Chemical Property:

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Technology Process of methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate

There total 9 articles about methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate 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: 44.0%

methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]-N-trifluoroacetylglycinate (165952-44-3) → methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate (165952-45-4)

Guidance literature:

With hydrogenchloride; In methanol; Heating;

DOI:10.1016/S0968-0896(01)00289-9

Reference yield:

methyl (2-chlorophenyl)acetate (57486-68-7) → methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate (165952-45-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 58 percent / NaH / dimethylformamide / 1 h / 0 °C

2.1: 46 percent / LiBH₄ / tetrahydrofuran / 4 h / 20 °C

3.1: 83 percent / DMSO; oxalyl chloride; NEt₃ / CH₂Cl₂ / -78 - 0 °C

4.1: NaOAc / methanol / 0.5 h / 20 °C

4.2: 52 percent / NaBH₃CN / methanol / 3 h / 50 °C

5.1: 96 percent / pyridine / CH₂Cl₂ / 0.17 h / 20 °C

6.1: 42 percent / H₂ / 10 percent Pd-C / ethyl acetate / 8 h / 20 °C

7.1: AcOH / methanol / 0.5 h / 20 °C

7.2: 60 percent / NaBH₃CN / methanol / 1 h / 20 °C

8.1: 44 percent / conc. HCl / methanol / Heating

With pyridine; hydrogenchloride; lithium borohydride; oxalyl dichloride; hydrogen; sodium acetate; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 3.1: Swern oxidation;

DOI:10.1016/S0968-0896(01)00289-9

Reference yield:

3,4-dinitro-chlorobenzene (610-40-2) → methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]glycinate (165952-45-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 58 percent / NaH / dimethylformamide / 1 h / 0 °C

2.1: 46 percent / LiBH₄ / tetrahydrofuran / 4 h / 20 °C

3.1: 83 percent / DMSO; oxalyl chloride; NEt₃ / CH₂Cl₂ / -78 - 0 °C

4.1: NaOAc / methanol / 0.5 h / 20 °C

4.2: 52 percent / NaBH₃CN / methanol / 3 h / 50 °C

5.1: 96 percent / pyridine / CH₂Cl₂ / 0.17 h / 20 °C

6.1: 42 percent / H₂ / 10 percent Pd-C / ethyl acetate / 8 h / 20 °C

7.1: AcOH / methanol / 0.5 h / 20 °C

7.2: 60 percent / NaBH₃CN / methanol / 1 h / 20 °C

8.1: 44 percent / conc. HCl / methanol / Heating

With pyridine; hydrogenchloride; lithium borohydride; oxalyl dichloride; hydrogen; sodium acetate; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 3.1: Swern oxidation;

DOI:10.1016/S0968-0896(01)00289-9

upstream raw materials:

methyl N-[2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethyl]-N-trifluoroacetylglycinate

methyl (2-chlorophenyl)acetate

3,4-dinitro-chlorobenzene

5-chloro-α-(2-chlorophenyl)-2-nitrophenylacetaldehyde

Downstream raw materials:

methyl 7-chloro-5-(2-chlorophenyl)-1-neopentyl-2-oxo-1,2,4,5-tetrahydro-3H-1,3-benzodiazepine-3-acetate

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