(4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide

Base Information

Chemical Name:(4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide
CAS No.:392724-84-4
Molecular Formula:C₃₁H₄₅N₃O₃
Molecular Weight:507.717
Hs Code.:

Synonyms:(4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide

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Chemical Property of (4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide

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Technology Process of (4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide

There total 17 articles about (4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide 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: 81.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

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

: 392724-84-4
(4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: With 4 A molecular sieve; sodium cyanoborohydride; In methanol; acetic acid; at 20 ℃; for 24h; pH=6 - 7;
DOI:10.1021/ol016799g

Reference yield:

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

: 392724-84-4
(4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: Multi-step reaction with 12 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

12.1: 81 percent / NaBH₃CN; molecular sieves 4 Angstroem / methanol; acetic acid / 24 h / 20 °C / pH 6 - 7

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

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

: 392724-84-4
(4R,5R)-4-Isobutoxy-5-[methyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-azepane-1-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: Multi-step reaction with 7 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

7.1: 81 percent / NaBH₃CN; molecular sieves 4 Angstroem / methanol; acetic acid / 24 h / 20 °C / pH 6 - 7

With pyridine; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; sodium cyanoborohydride; Dess-Martin periodane; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; acetic acid; benzene; 2.1: Dess-Martin oxidation / 3.1: Wittig reaction;
DOI:10.1021/ol016799g