7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic acid tert-butyl ester

Base Information

Chemical Name:7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic acid tert-butyl ester
CAS No.:1027262-37-8
Molecular Formula:C₂₇H₃₄N₄O₃
Molecular Weight:462.592
Hs Code.:

Synonyms:7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic acid tert-butyl ester

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Chemical Property of 7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic acid tert-butyl ester

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Technology Process of 7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic acid tert-butyl ester

There total 10 articles about 7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic 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:

: 23135-50-4
5-(N-benzyloxycarbonylamino)pentanoic acid

: 1027262-37-8
7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 4-methylmorpholine / CH₂Cl₂ / 0.75 h / -15 °C

2: CH₂Cl₂ / 3 h / -15 °C

3: tetrahydrofuran; diethyl ether / 1 h / -78 - 0 °C

4: 1.) NaH / 1.) THF, 0 deg C, 2 h, 2.) THF, RT, 2 h

5: H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

6: DMAP, iPr₂NEt, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

7: TEA, pyridine, H₂S gas / Ambient temperature

8: 1.) MeI, 2.) NH₄OAc / 1.) acetone, reflux, 1 h, 2.) MeOH, reflux, 2 h

With 4-methyl-morpholine; pyridine; dmap; TEA; hydrogen sulfide; ammonium acetate; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jm970020k

Reference yield:

: 119174-36-6
benzyl [N-(5-phenyl-5-oxopentyl)amino]methanoate

: 1027262-37-8
7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, 0 deg C, 2 h, 2.) THF, RT, 2 h

2: H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

3: DMAP, iPr₂NEt, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

4: TEA, pyridine, H₂S gas / Ambient temperature

5: 1.) MeI, 2.) NH₄OAc / 1.) acetone, reflux, 1 h, 2.) MeOH, reflux, 2 h

With pyridine; dmap; TEA; hydrogen sulfide; ammonium acetate; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; methyl iodide; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/jm970020k

Reference yield:

: 169463-91-6
[4-(Methoxy-methyl-carbamoyl)-butyl]-carbamic acid benzyl ester

: 1027262-37-8
7-[(5-Carbamimidoyl-1H-indole-2-carbonyl)-amino]-3-phenyl-heptanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran; diethyl ether / 1 h / -78 - 0 °C

2: 1.) NaH / 1.) THF, 0 deg C, 2 h, 2.) THF, RT, 2 h

3: H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

4: DMAP, iPr₂NEt, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

5: TEA, pyridine, H₂S gas / Ambient temperature

6: 1.) MeI, 2.) NH₄OAc / 1.) acetone, reflux, 1 h, 2.) MeOH, reflux, 2 h

With pyridine; dmap; TEA; hydrogen sulfide; ammonium acetate; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jm970020k