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

Base Information

Chemical Name:tert-butyl ((2S,3R)-4-((S)-4-ethyl-7-fluoro-1,1-dioxido-4,5-dihydrobenzo[1,2-f]thiazepin-2(3H)-yl)-3-hydroxy-1-phenylbutan-2-yl)carbamate
CAS No.:1601490-17-8
Molecular Formula:C₂₆H₃₅FN₂O₅S
Molecular Weight:506.639
Hs Code.:

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

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Chemical Property of tert-butyl ((2S,3R)-4-((S)-4-ethyl-7-fluoro-1,1-dioxido-4,5-dihydrobenzo[1,2-f]thiazepin-2(3H)-yl)-3-hydroxy-1-phenylbutan-2-yl)carbamate

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Technology Process of tert-butyl ((2S,3R)-4-((S)-4-ethyl-7-fluoro-1,1-dioxido-4,5-dihydrobenzo[1,2-f]thiazepin-2(3H)-yl)-3-hydroxy-1-phenylbutan-2-yl)carbamate

There total 8 articles about tert-butyl ((2S,3R)-4-((S)-4-ethyl-7-fluoro-1,1-dioxido-4,5-dihydrobenzo[1,2-f]thiazepin-2(3H)-yl)-3-hydroxy-1-phenylbutan-2-yl)carbamate 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%

: 24424-99-5
di-tert-butyl dicarbonate

: 1601490-27-0
(S)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-4-ethyl-7-fluoro-2,3,4,5-tetrahydrobenzo[1,2-f]thiazepine 1,1-dioxide

: 1601490-17-8
tert-butyl ((2S,3R)-4-((S)-4-ethyl-7-fluoro-1,1-dioxido-4,5-dihydrobenzo[1,2-f]thiazepin-2(3H)-yl)-3-hydroxy-1-phenylbutan-2-yl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Cooling with ice;
DOI:10.1016/j.tet.2014.03.038

Reference yield:

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

: 1601490-17-8
tert-butyl ((2S,3R)-4-((S)-4-ethyl-7-fluoro-1,1-dioxido-4,5-dihydrobenzo[1,2-f]thiazepin-2(3H)-yl)-3-hydroxy-1-phenylbutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 7 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

7.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice

With pyridine; ammonium cerium (IV) nitrate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.tet.2014.03.038

Reference yield:

: 1179173-06-8
2-bromo-4-fluoro-N-(4-methoxybenzyl)benzenesulfonamide

: 1601490-17-8
tert-butyl ((2S,3R)-4-((S)-4-ethyl-7-fluoro-1,1-dioxido-4,5-dihydrobenzo[1,2-f]thiazepin-2(3H)-yl)-3-hydroxy-1-phenylbutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 6 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

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice

With ammonium cerium (IV) nitrate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.tet.2014.03.038