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

Base Information

Chemical Name:tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate
CAS No.:1372189-39-3
Molecular Formula:C₁₇H₂₃Cl₂NO₄
Molecular Weight:376.28
Hs Code.:

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

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

Chemical Property:

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

There total 20 articles about tert-butyl (6S,7R)-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:

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

: 1372189-39-3
tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

: 1372189-40-6
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:

: methyl (2RS,3RS)-2-[(benzylamino)methyl]-3-(3,4-dichlorophenyl)-3-hydroxypropanoate

: 1372189-39-3
tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium tetrahydroborate; calcium chloride / ethanol; tetrahydrofuran / 0 - 20 °C

2.1: triethylamine / tetrahydrofuran / 0 - 20 °C

2.2: 5 h / 20 °C

3.1: triethylamine / tetrahydrofuran / 0 - 20 °C

4.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

5.1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 5.5 h / 0 °C

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

7.1: hydrogenchloride; water / methanol; acetonitrile / 2 h / 80 °C

8.1: triethylamine / methanol; acetonitrile / 0 - 20 °C

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

With hydrogenchloride; aluminum (III) chloride; sodium tetrahydroborate; lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; water; triethylamine; calcium chloride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; hexane; water; acetonitrile;
DOI:10.1016/j.bmc.2015.05.017

Reference yield:

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

: 1372189-39-3
tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / tetrahydrofuran / 0 - 20 °C

2: sodium hydroxide / tetrahydrofuran; water / 20 °C

3: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 5.5 h / 0 °C

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

5: hydrogenchloride; water / methanol; acetonitrile / 2 h / 80 °C

6: triethylamine / methanol; acetonitrile / 0 - 20 °C

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

With hydrogenchloride; aluminum (III) chloride; lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; water; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; hexane; water; acetonitrile;
DOI:10.1016/j.bmc.2015.05.017