1H-Azepine-1-carboxamide, hexahydro-N-[(4-methoxyphenyl)methyl]-4-[[(2R,3E)-2-methyl-4-phenyl- 3-butenyl]amino]-5-(2-methylpropoxy)-, (4R,5R)-

Base Information

Chemical Name:1H-Azepine-1-carboxamide, hexahydro-N-[(4-methoxyphenyl)methyl]-4-[[(2R,3E)-2-methyl-4-phenyl- 3-butenyl]amino]-5-(2-methylpropoxy)-, (4R,5R)-
CAS No.:392725-04-1
Molecular Formula:C30H43N3O3
Molecular Weight:493.69
Hs Code.:
Mol file:392725-04-1.mol

1H-Azepine-1-carboxamide,
hexahydro-N-[(4-methoxyphenyl)methyl]-4-[[(2R,3E)-2-methyl-4-phenyl-
3-butenyl]amino]-5-(2-methylpropoxy)-, (4R,5R)-

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Chemical Property of 1H-Azepine-1-carboxamide, hexahydro-N-[(4-methoxyphenyl)methyl]-4-[[(2R,3E)-2-methyl-4-phenyl- 3-butenyl]amino]-5-(2-methylpropoxy)-, (4R,5R)-

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Technology Process of 1H-Azepine-1-carboxamide, hexahydro-N-[(4-methoxyphenyl)methyl]-4-[[(2R,3E)-2-methyl-4-phenyl- 3-butenyl]amino]-5-(2-methylpropoxy)-, (4R,5R)-

There total 16 articles about 1H-Azepine-1-carboxamide, hexahydro-N-[(4-methoxyphenyl)methyl]-4-[[(2R,3E)-2-methyl-4-phenyl- 3-butenyl]amino]-5-(2-methylpropoxy)-, (4R,5R)- 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%

: 392724-92-4
[(4R,5R)-5-Isobutoxy-1-(4-methoxy-benzylcarbamoyl)-azepan-4-yl]-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-carbamic acid tert-butyl ester

: 392725-04-1
(4R,5R)-4-Isobutoxy-5-((E)-(R)-2-methyl-4-phenyl-but-3-enylamino)-azepane-1-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.166667h;
DOI:10.1016/S0040-4020(03)00857-3

Reference yield:

: 392724-90-2
(4R,5R)-4-[((S)-3-Benzyloxy-2-methyl-propyl)-tert-butoxycarbonyl-amino]-5-isobutoxy-azepane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

: 392725-04-1
(4R,5R)-4-Isobutoxy-5-((E)-(R)-2-methyl-4-phenyl-but-3-enylamino)-azepane-1-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

2.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.5 h / 20 °C

3.1: n-BuLi / benzene; hexane / 1 h / 20 °C

3.2: 94 percent / benzene; hexane / 5 h / 20 °C

4.1: TBAF / tetrahydrofuran / 12 h / 20 °C

5.1: 92.8 mg / tetrahydrofuran / 2 h

6.1: 94 percent / trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 20 °C

With pyridine; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene; 2.1: Dess-Martin oxidation / 3.1: Wittig reaction;
DOI:10.1021/ol016799g

Reference yield:

: (1S,7R)-8-Oxa-4-aza-bicyclo[5.1.0]octane-4-carboxylic acid 2-trimethylsilanyl-ethyl ester

: 392725-04-1
(4R,5R)-4-Isobutoxy-5-((E)-(R)-2-methyl-4-phenyl-but-3-enylamino)-azepane-1-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: azidotrimethylsilane / (S,S)-Jacobsen Cr(salen) catalyst / diethyl ether / 144 h

1.2: 1S-(+)-10-camphorsulfuric acid / methanol / 0.5 h

2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

2.2: 88 percent / tetramethylammonium iodide / tetrahydrofuran / 0.5 h / 20 °C

3.1: 98 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

4.1: 73 percent / NaBH₃CN; molecular sieves 4 Angstroem / methanol; acetic acid / 1 h / 20 °C / pH 6 - 7

5.1: 81 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

6.1: 91 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

7.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.5 h / 20 °C

8.1: n-BuLi / benzene; hexane / 1 h / 20 °C

8.2: 94 percent / benzene; hexane / 5 h / 20 °C

9.1: TBAF / tetrahydrofuran / 12 h / 20 °C

10.1: 92.8 mg / tetrahydrofuran / 2 h

11.1: 94 percent / trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 20 °C

With pyridine; n-butyllithium; trimethylsilylazide; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium cyanoborohydride; Dess-Martin periodane; triethylamine; trifluoroacetic acid; palladium on activated charcoal; (S,S)-Jacobsen Cr(salen) catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetic acid; benzene; 7.1: Dess-Martin oxidation / 8.1: Wittig reaction;
DOI:10.1021/ol016799g