(4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide

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Chemical Name:(4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide
CAS No.:392725-14-3
Molecular Formula:C₃₁H₄₅ClN₂O₆
Molecular Weight:577.161
Hs Code.:

Synonyms:(4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide

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Chemical Property of (4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide

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Technology Process of (4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide

There total 19 articles about (4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-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: 55.0%

: 392724-96-8
(4R,5R)-4-[(S)-3-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-butoxy]-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide

: 392725-14-3
(4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 12h;
DOI:10.1021/ol016799g

Reference yield:

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

: 392725-14-3
(4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 62 percent / (S,S)-Jacobson Cr(salen) catalyst / 120 h / 20 °C

2.1: NaH / dimethylformamide / 1 h / 20 °C

2.2: 26 percent / TBAI / dimethylformamide / 12 h / 20 °C

3.1: TBAF / tetrahydrofuran / 24 h / 20 °C

4.1: 11.9 mg / i-Pr₂NEt / CH₂Cl₂

5.1: 55 percent / p-toluenesulfonic acid monohydrate / methanol / 12 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; (S,S)-Jacobson Cr(salen) catalyst; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol016799g

Reference yield:

: 132365-02-7
N-benzyl-N-(but-3-enyl)-but-3-en-1-amine

: 392725-14-3
(4R,5R)-4-((3S,4R,5R)-4,5-Dihydroxy-3-methyl-5-phenyl-pentyloxy)-5-isobutoxy-azepane-1-carboxylic acid 3-chloro-4-methoxy-benzylamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 58 percent / tetrahydrofuran / 12 h / 20 °C

2.1: 90 percent / (benzylidene)Ru(PCy₃)2Cl₂ / CH₂Cl₂ / 24 h / Heating

3.1: 83 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 12 h / 0 °C

4.1: 62 percent / (S,S)-Jacobson Cr(salen) catalyst / 120 h / 20 °C

5.1: NaH / dimethylformamide / 1 h / 20 °C

5.2: 26 percent / TBAI / dimethylformamide / 12 h / 20 °C

6.1: TBAF / tetrahydrofuran / 24 h / 20 °C

7.1: 11.9 mg / i-Pr₂NEt / CH₂Cl₂

8.1: 55 percent / p-toluenesulfonic acid monohydrate / methanol / 12 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; Grubbs catalyst first generation; (S,S)-Jacobson Cr(salen) catalyst; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol016799g