(4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester

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Chemical Name:(4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester
CAS No.:197895-12-8
Molecular Formula:C₂₆H₃₀N₄O₃
Molecular Weight:446.549
Hs Code.:

(4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-<i>hi</i>]indol-3-yl)-carbamic acid <i>tert</i>-butyl ester

Synonyms:(4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester

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Chemical Property of (4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester

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Technology Process of (4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester

There total 7 articles about (4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid 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:

: 126149-54-0
(RS)-3-amino-5-phenyl-3,4,6,7,-tetrahydropyrrolo<3,2,1-jk><1,4>benzodiazepin-4(3H)-one

: 197895-12-8
(4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-acetyl-L-phenylalanine / ethyl acetate / 0.08 h / Heating

1.2: 99 percent / 1 N NaOH / CH₂Cl₂ / 5 °C

2.1: 74 percent / KNO₃; H₂SO₄ / 0.67 h / 5 °C

3.1: tetrahydrofuran / 0 - 20 °C

4.1: H₂ / 5percent Ru/C / methanol / 6 h / 80 °C / 6000.6 Torr

5.1: sodium hydrogen carbonate / dimethylformamide / 7 h / 60 °C

With sulfuric acid; (S)-2-acetylamino-3-phenylpropanoic acid; hydrogen; sodium hydrogencarbonate; potassium nitrate; 5percent Ru/C; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm000315p

Reference yield:

: 126252-50-4
(3R)-3-amino-5-phenyl-3,4,6,7-tetrahydropyrrolo<3,2,1-jk><1,4>benzodiazepin-4(3H)-one

: 197895-12-8
(4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / KNO₃; H₂SO₄ / 0.67 h / 5 °C

2: tetrahydrofuran / 0 - 20 °C

3: H₂ / 5percent Ru/C / methanol / 6 h / 80 °C / 6000.6 Torr

4: sodium hydrogen carbonate / dimethylformamide / 7 h / 60 °C

With sulfuric acid; hydrogen; sodium hydrogencarbonate; potassium nitrate; 5percent Ru/C; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm000315p

Reference yield:

: 27158-79-8
1-phenyl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

: 197895-12-8
(4-oxo-1-phenyl-9-pyrrolidin-1-yl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium tert-butylate / tetrahydrofuran; toluene / 30 h / -5 - 0 °C

1.2: 80 percent / isoamyl nitrite / tetrahydrofuran; toluene / 0.5 h / 0 °C

2.1: 94 percent / H₂ / 5percent Ru/C / methanol / 2 h / 80 °C / 6000.6 Torr

3.1: N-acetyl-L-phenylalanine / ethyl acetate / 0.08 h / Heating

3.2: 99 percent / 1 N NaOH / CH₂Cl₂ / 5 °C

4.1: 74 percent / KNO₃; H₂SO₄ / 0.67 h / 5 °C

5.1: tetrahydrofuran / 0 - 20 °C

6.1: H₂ / 5percent Ru/C / methanol / 6 h / 80 °C / 6000.6 Torr

7.1: sodium hydrogen carbonate / dimethylformamide / 7 h / 60 °C

With sulfuric acid; (S)-2-acetylamino-3-phenylpropanoic acid; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; potassium nitrate; 5percent Ru/C; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm000315p