(R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-isopropyl-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-isopropyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide
CAS No.:1601490-29-2
Molecular Formula:C₂₂H₂₉FN₂O₃S
Molecular Weight:420.548
Hs Code.:

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

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

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

There total 10 articles about (R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-isopropyl-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: 40.0%

: tert-butyl (4-(7-fluoro-4-isopropyl-1,1-dioxido-4,5-dihydrobenzo[1,2-f]thiazepin-2(3H)-yl)-3-hydroxy-1-phenylbutan-2-yl)carbamate

: 1601490-24-7
(S)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-isopropyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide

: 1601490-29-2
(R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-isopropyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2014.03.038

Reference yield:

: 4417-80-5
3-methyl-2-methylene-butyraldehyde

: 1601490-29-2
(R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-isopropyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide

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

Reference yield:

: 351003-45-7
2-bromo-4-fluorobenzene-1-sulfonyl chloride

: 1601490-29-2
(R)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-7-fluoro-4-isopropyl-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / dichloromethane / 20 °C / Inert atmosphere

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

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

3.2: 0 - 20 °C / Inert atmosphere

4.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / Inert atmosphere; Reflux

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

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

With pyridine; 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