methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate

Base Information

Chemical Name:methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate
CAS No.:113892-99-2
Molecular Formula:C₂₁H₂₆N₄O₆
Molecular Weight:430.461
Hs Code.:

Synonyms:methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate

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Chemical Property of methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate

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Technology Process of methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate

There total 7 articles about methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate 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: 67.0%

: 113892-97-0
methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-chloropyrazinoate

: 98-80-6
phenylboronic acid

: 113892-99-2
methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate

Guidance literature:: With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; In N,N-dimethyl-formamide; at 95 ℃; for 120h;
DOI:10.1021/jo00244a037

Reference yield:

: 113892-80-1
methyl 3-amino-5-<(ethoxycarbonyl)methyl>-6-chloropyrazinoate

: 113892-99-2
methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / isoamyl nitrite, HCl / ethanol / 25 °C

2: 70 percent / H₂, NH₄OAc / 5percent Rh/C / acetic acid / 2.5 h / 2585.7 Torr

3: 81.3 percent / tetrahydrofuran / 3 h / Heating

4: 67 percent / Et₃N, Pd(OAc)2, 1,1'-bis(diphenylphosphino)ferrocene / dimethylformamide / 120 h / 95 °C

With hydrogenchloride; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; ammonium acetate; hydrogen; triethylamine; isopentyl nitrite; Rh on carbon; In tetrahydrofuran; ethanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo00244a037

Reference yield:

: 113892-95-8
methyl 3-amino-5-<(ethoxycarbonyl)(hydroxyimino)methyl>-6-chloropyrazinoate

: 113892-99-2
methyl 3-amino-5-<(ethoxycarbonyl)<(tert-butoxycarbonyl)amino>methyl>-6-phenylpyrazinoate

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / H₂, NH₄OAc / 5percent Rh/C / acetic acid / 2.5 h / 2585.7 Torr

2: 81.3 percent / tetrahydrofuran / 3 h / Heating

3: 67 percent / Et₃N, Pd(OAc)2, 1,1'-bis(diphenylphosphino)ferrocene / dimethylformamide / 120 h / 95 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; ammonium acetate; hydrogen; triethylamine; Rh on carbon; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo00244a037