Diisopropylethylamine → HCID 178462151, compound

HRID 366047Notes

Reaction equation

HRID 366047 reaction equation
[ClH:1].[C:2]1([CH:8]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:9]([NH:11][C@H:12]([C:17]([NH:19][C@@H:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH3:21])=[O:18])[CH2:13][CH2:14][CH2:15][NH2:16])=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([NH:44][C:45](=[N:48]C(OCC1C=CC=CC=1)=O)SC)(OCC1C=CC=CC=1)=O.CCN(C(C)C)C(C)C>>[ClH:1].[C:28]1([CH:8]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:9]([NH:11][C@H:12]([C:17]([NH:19][C@@H:20]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH3:21])=[O:18])[CH2:13][CH2:14][CH2:15][NH:16][C:45](=[NH:44])[NH2:48])=[O:10])[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 46642131,3-Bis(benzyloxycarbonyl)-2-methylisothioureaHCID 131722046(R)-N2-(Diphenylacetyl)-(S)-N-(1-phenylethyl)ornithine amide hydrochloride

Product 1

HCID 178462151HCID 178462151, compoundYield 116.1%

Procedure

Prepared according to the method described in Example 4(f) above from (R)-N2 -(diphenylacetyl)-(S)-N-(1-phenylethyl)ornithine amide hydrochloride (0.50 g; 1.0 mmol; from step (c) above), N,N'-bis(Cbz)-S-methyliso-thiourea (0.40 g; 1.1 mmol) of and DiPEA (0.3 mL; 1.6 mmol), yielding 0.59 g (74%) of sub-title compound as a solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9cd505c89a99417f82fba00a5e190e7d
Source dataset
uspto-grants-2000_10
Patent number
US06127414

Reaction notes

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