tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

Base Information

Chemical Name:tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate
CAS No.:1372190-01-6
Molecular Formula:C₁₇H₂₃ClFNO₄
Molecular Weight:359.825
Hs Code.:

Synonyms:tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

Chemical Property:

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Technology Process of tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

There total 16 articles about tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-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: 97.0%

: (6RS,7SR)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

: 1372190-01-6
tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

Guidance literature:: With CHIRALPAK AD; In ethanol; hexane; enantioselective reaction; Resolution of racemate;
DOI:10.1016/j.bmc.2016.05.038

Reference yield:

: tert-butyl (6RS,7SR)-7-(3-chloro-4-fluorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

: 1372189-41-7
tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

: 1372190-01-6
tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

Guidance literature:: With CHIRALPAK AD; In ethanol; hexane; Purification / work up; Resolution of racemate;

Reference yield:

: (2RS,3RS)-methyl 2-((benzylamino)methyl)-3-(4-chloro-3-fluorophenyl)-3-hydroxypropanoate

: 1372190-01-6
tert-butyl (6R,7S)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine; calcium chloride; sodium tetrahydroborate / tetrahydrofuran; ethanol / 5 h / 0 °C

2.1: 1H-imidazole; dmap; triethylamine / tetrahydrofuran / 0 °C

3.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: sodium hydroxide / tetrahydrofuran / 0 - 20 °C

5.1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 2 h / 0 °C

5.2: 0 °C

6.1: carbonochloridic acid 1-chloro-ethyl ester / acetonitrile / 0.5 h / 20 °C

6.2: 2 h / 80 °C

6.3: 0 - 20 °C

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

With 1H-imidazole; dmap; aluminum (III) chloride; sodium tetrahydroborate; lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; triethylamine; calcium chloride; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; acetonitrile;
DOI:10.1016/j.bmc.2016.05.038