Diisopropylethylamine → HCID 86708883, compound

HRID 1427762Notes

Reaction equation

HRID 1427762 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:49]=[CH:50][CH:51]=1)[CH2:6][O:7][C:8]([C@@H:10]1[CH2:15][CH2:14][CH2:13][N:12]([C:16](=[O:48])[C@@H:17]([NH:33][C:34](=[O:47])[C@@H:35]([NH:39]C(OC(C)(C)C)=O)[CH:36]([CH3:38])[CH3:37])[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][Si:26]([C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:28])[CH3:27])[CH:20]=2)[NH:11]1)=[O:9])=[CH2:2].CCN(C(C)C)C(C)C>ClCCl>[CH:1]([C:3]1[CH:4]=[C:5]([CH:49]=[CH:50][CH:51]=1)[CH2:6][O:7][C:8]([C@@H:10]1[CH2:15][CH2:14][CH2:13][N:12]([C:16](=[O:48])[C@@H:17]([NH:33][C:34](=[O:47])[C@@H:35]([NH2:39])[CH:36]([CH3:38])[CH3:37])[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][Si:26]([C:29]([CH3:30])([CH3:31])[CH3:32])([CH3:28])[CH3:27])[CH:20]=2)[NH:11]1)=[O:9])=[CH2:2]

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 86708884HCID 86708884, compound

Product 1

HCID 86708883HCID 86708883, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

*(S)-1-{(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyl}-hexahydro-pyridazine-3-carboxylic acid 3-vinyl-benzyl ester was prepared by adding TMS (OTf) (0.17 ml, 0.64 mmol) to a solution of 10a (400 mg, 0.49 mmol) in anhydrous dichloromethane (20 ml) at 0° C. The reaction was stirred for 2 hours at 0° C., quenched by adding iPr2NEt (0.45 ml, 2.56 mmol) and concentrated in vacuo to yield a white solid.

Workup

  1. customquenched
  2. concentrationconcentrated in vacuo
  3. customto yield a white solid

Sources & evidence

ORD record
ord-f67e6d13ce764581ad7f87c0faa28489
Source dataset
uspto-grants-2015_01
Patent number
US08933015B2

Reaction notes

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