tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate

Base Information

Chemical Name:tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate
CAS No.:1372187-47-7
Molecular Formula:C₂₁H₂₇Cl₂NO₅
Molecular Weight:444.355
Hs Code.:

Synonyms:tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate

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Chemical Property of tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate

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Technology Process of tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate

There total 11 articles about tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-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:

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

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

: 1372187-47-7
tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate

Guidance literature:: diethoxyphosphoryl-acetic acid ethyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; for 0.333333h;

tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-formyl-1,4-oxazepane-4-carboxylate; In acetonitrile;

Reference yield:

: 6287-38-3
3,4-dichlorobenzaldehyde

: 1372187-47-7
tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane / acetonitrile / 48 h / 10 - 35 °C

2.1: triethylamine / methanol / 72 h / 10 - 35 °C

3.1: calcium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 2 h / 35 °C / Cooling with ice

3.2: 0.5 h

4.1: 1H-imidazole / tetrahydrofuran / 2 h / 35 °C / Cooling with ice

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

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

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

7.2: 2 h / -78 - 35 °C

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

8.2: 18 h / 80 °C

8.3: 2 h / 35 °C / Cooling with ice

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

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

11.1: lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.33 h

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; aluminum (III) chloride; sodium tetrahydroborate; lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; calcium chloride; sodium t-butanolate; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; acetonitrile;

Reference yield:

: methyl 2-[(3,4-dichlorophenyl)(hydroxy)methyl]prop-2-enoate

: 1372187-47-7
tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / methanol / 72 h / 10 - 35 °C

2.1: calcium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 2 h / 35 °C / Cooling with ice

2.2: 0.5 h

3.1: 1H-imidazole / tetrahydrofuran / 2 h / 35 °C / Cooling with ice

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

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

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

6.2: 2 h / -78 - 35 °C

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

7.2: 18 h / 80 °C

7.3: 2 h / 35 °C / Cooling with ice

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

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

10.1: lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.33 h

With 1H-imidazole; aluminum (III) chloride; sodium tetrahydroborate; lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; calcium chloride; sodium t-butanolate; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; acetonitrile;