1-Hydroxybenzotriazole → HCID 25242117, compound

HRID 2219023Notes

Reaction equation

HRID 2219023 reaction equation
Cl.[NH2:2][C@@H:3]1[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[N:5]([CH2:15][CH2:16][O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:4]1.[OH:25][C:26]([CH3:41])([C:30]([NH:32][CH2:33][C:34]([F:40])([F:39])[C:35]([F:38])([F:37])[F:36])=[O:31])[C:27](O)=[O:28].ON1C2C=CC=CC=2N=N1>>[CH2:18]([O:17][CH2:16][CH2:15][N:5]1[CH2:4][C@H:3]([NH:2][C:27](=[O:28])[C:26]([OH:25])([CH3:41])[C:30]([NH:32][CH2:33][C:34]([F:39])([F:40])[C:35]([F:36])([F:38])[F:37])=[O:31])[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]1=2)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 3

HCID 757711-HydroxybenzotriazoleHCID 21091408HCID 21091408, compoundHCID 25242115HCID 25242115, compound

Product 1

HCID 25242117HCID 25242117, compound

Procedure

In an analogous manner to that described in Example 1e), the condensation of (S)-3-amino-5-(2-benzyloxy-ethyl)-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one hydrochloride and (RS)-2-hydroxy-2-methyl-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid with 1-hydroxy-benzotriazole and N-(3-dimethylaminpropyl)-N′-ethyl-carbodiimide hydrochloride as the condensating agents yielded a 1:1-mixture of the epimeric title compounds as a light yellow solid; MS (m/e) 559 (M+H)+.

Workup

  1. customyielded a 1

Sources & evidence

ORD record
ord-e3d361b5f941403db3673d4a518c3f1c
Source dataset
uspto-grants-2008_08
Patent number
US07414049B2

Reaction notes

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