Lithium Hydroxide → HCID 67087035, compound

HRID 2095546Notes

Reaction equation

HRID 2095546 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:17][CH2:16][C:15](=[O:18])[N:14]([C@H:19]([C:30]([O:32]C)=[O:31])[CH2:20][CH2:21][O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Li+:35]>O1CCCC1.CO>[CH2:23]([O:22][CH2:21][CH2:20][C@@H:19]([N:14]1[C:15](=[O:18])[CH2:16][CH2:17][N:11]([C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH2:12][CH2:13]1)[C:30]([O-:32])=[O:31])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[Li+:35]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 67074805HCID 67074805, compound

Product 1

HCID 67087035HCID 67087035, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A solution of 2.01 g (4.40 mmol) of 4-((S)-3-benzyloxy-1-methoxycarbonyl-propyl)-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester in 12 ml of tetrahydrofuran/methanol (1:1) was treated at 0° C. with 4.43 ml (4.40 mmol) of 1 M aq. lithium hydroxide solution, and kept 3 h at this temperature. The reaction was evaporated, dissolved in acetonitrile and evaporated again (3×) to give 1.94 g (98%) of the titled compound as light yellow foam. MS: 439.2 (M−H−).

Workup

  1. customThe reaction was evaporated
  2. dissolutiondissolved in acetonitrile
  3. customevaporated again (3×)

Sources & evidence

ORD record
ord-dd819282e48b47c5b4ee132438fbd15f
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

Loading…