tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate

Base Information

Chemical Name:tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate
CAS No.:1372187-03-5
Molecular Formula:C₂₂H₃₄Cl₂N₂O₅Si
Molecular Weight:505.514
Hs Code.:

Synonyms:tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate

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Chemical Property of tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate

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Technology Process of tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate

There total 11 articles about tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate 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:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 1372187-02-4
(6R,7R)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-6-carboxylic acid

: 1372187-03-5
tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate

Guidance literature:: (6R,7R)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-6-carboxylic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 90 ℃; for 0.5h;

2-(Trimethylsilyl)ethanol; In toluene; at 90 ℃; for 2h;

Reference yield:

: 1372187-01-3
tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-formyl-1,4-oxazepane-4-carboxylate

: 1372187-03-5
tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2-methyl-but-2-ene; potassium dihydrogenphosphate; sodium chlorite / water; tert-butyl alcohol; tetrahydrofuran / 2 h / Cooling with ice

2.1: triethylamine; diphenyl phosphoryl azide / toluene / 0.5 h / 90 °C

2.2: 2 h / 90 °C

With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; diphenyl phosphoryl azide; triethylamine; In tetrahydrofuran; water; toluene; tert-butyl alcohol; 2.1: Curtius Rearrangement;

Reference yield:

: (1RS,2SR)-3-(benzylamino)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-(3,4-dichlorophenyl)propan-1-ol

: 1372187-03-5
tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / tetrahydrofuran / 1.5 h / 0 °C

2.1: sodium t-butanolate / tetrahydrofuran / 2 h / 35 °C / Cooling with ice

3.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether; tetrahydrofuran / 3 h / -78 - 0 °C / Inert atmosphere

3.2: 2 h / -78 - 35 °C

4.1: carbonochloridic acid 1-chloro-ethyl ester / acetonitrile / 0.25 h / 10 - 35 °C

4.2: 18 h / 80 °C

4.3: 2 h / 35 °C / Cooling with ice

5.1: CHIRALPAK AD / hexane; ethanol / Resolution of racemate

6.1: Dess-Martin periodane / acetonitrile / 3 h / Cooling with ice

7.1: 2-methyl-but-2-ene; potassium dihydrogenphosphate; sodium chlorite / water; tert-butyl alcohol; tetrahydrofuran / 2 h / Cooling with ice

8.1: triethylamine; diphenyl phosphoryl azide / toluene / 0.5 h / 90 °C

8.2: 2 h / 90 °C

With aluminum (III) chloride; sodium chlorite; potassium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; carbonochloridic acid 1-chloro-ethyl ester; diphenyl phosphoryl azide; Dess-Martin periodane; triethylamine; sodium t-butanolate; In tetrahydrofuran; diethyl ether; ethanol; hexane; water; toluene; acetonitrile; tert-butyl alcohol; 8.1: Curtius Rearrangement;