HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → (S)-2-[4-(3,4-Dichloro-phenyl)-3-methyl-7-oxo-[1,4]diazepan-1-yl]-4-hydroxy-butyric Acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | (S)-4-Benzyloxy-2-[4-(3,4-dichloro-phenyl)-3-methyl-7-oxo-[1,4]diazepan-1-yl]-butyric Acid methyl ester | HCID 66782967 | — |
| Product | (S)-2-[4-(3,4-Dichloro-phenyl)-3-methyl-7-oxo-[1,4]diazepan-1-yl]-4-hydroxy-butyric Acid methyl ester | HCID 66782760 | — |
Reaction Steps
In analogy to the procedure described in example 1H, (S)-4-benzyloxy-2-[4-(3,4-dichloro-phenyl)-3-methyl-7-oxo-[1,4]diazepan-1-yl]-butyric acid methyl ester and boron tribromide (after warming up the reaction to maximum to −5° C.) gave after precipitation CH2Cl2/n-pentane 78% of the title compound as a 71:29 mixture of the (R) and (S) diastereomers. Off-white foam, MS: 447.0 (M+OAc−, 2Cl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138175B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-80f5fded3052485382473b10cf4e040e |
| Source note | uspto-grants-2012_03 |