(R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide

Base Information

• Chemical Name: (R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide
• CAS No.: 1601490-23-6
• Molecular Formula: C₂₂H₂₉FN₂O₃S
• Molecular Weight: 420.548
• Mol file: 1601490-23-6.mol

Synonyms:

Chemical Property of (R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide

There total 8 articles about (R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide 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:

2-bromo-4-fluoro-N-(4-methoxybenzyl)-N-(2-methylenepentyl)benzenesulfonamide (1601490-00-9) → (R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide (1601490-23-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonium cerium (IV) nitrate / acetonitrile; water / 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / Inert atmosphere; Reflux

3.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

With ammonium cerium (IV) nitrate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; caesium carbonate; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.tet.2014.03.038

Reference yield:

2-(bromomethyl)pent-1-ene (161881-09-0) → (R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide (1601490-23-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium iodide; caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: ammonium cerium (IV) nitrate / acetonitrile; water / 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / Inert atmosphere; Reflux

4.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

With ammonium cerium (IV) nitrate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; caesium carbonate; trifluoroacetic acid; sodium iodide; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.tet.2014.03.038

Reference yield:

2-methylidenepentanal (1070-13-9) → (R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide (1601490-23-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / diethyl ether; methanol / 0 - 20 °C / Inert atmosphere

2.1: phosphorus tribromide / diethyl ether / 0 - 20 °C / Inert atmosphere

3.1: sodium iodide; caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4.1: ammonium cerium (IV) nitrate / acetonitrile; water / 20 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

5.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / Inert atmosphere; Reflux

6.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

With sodium tetrahydroborate; ammonium cerium (IV) nitrate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; phosphorus tribromide; caesium carbonate; trifluoroacetic acid; sodium iodide; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.tet.2014.03.038

upstream raw materials:

2-methylidenepentanal

2-Methylen-1-pentanol

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

7-fluoro-4-propyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide