Acetaldehyde → HCID 178464409, compound

HRID 1404412Notes

Reaction equation

HRID 1404412 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][C:12]([NH:14][C@H:15]2[CH2:20][C:19]3[CH:21]=[CH:22][CH:23]=[C:24]([C:25]([OH:27])=[O:26])[C:18]=3[O:17][B:16]2[OH:28])=[O:13])[CH2:7][CH2:6]1.[CH:29](=O)[CH3:30]>>[CH2:29]([NH:1][CH2:2][CH2:3][NH:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][C:12]([NH:14][C@H:15]2[CH2:20][C:19]3[CH:21]=[CH:22][CH:23]=[C:24]([C:25]([OH:27])=[O:26])[C:18]=3[O:17][B:16]2[OH:28])=[O:13])[CH2:7][CH2:6]1)[CH3:30]

Participants

3

Reactant 2

HCID 177AcetaldehydeHCID 178511351HCID 178511351, compound

Product 1

HCID 178464409HCID 178464409, compound

Procedure

Prepared from (R)-3-(2-(trans-4-(2-aminoethylamino)cyclohexyl)acetamido)-2-hydroxy-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylic acid and acetaldehyde following the procedure described in Example 71. The product was purified using reverse phase HPLC to afford the titled compound. ESI-MS m/z 418 (MH)+.

Workup

  1. customThe product was purified

Sources & evidence

ORD record
ord-3c430435fbac4f9a8aa76b1d68d8171c
Source dataset
uspto-grants-2014_12
Patent number
US08912169B2

Reaction notes

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