Diisopropylethylamine → HCID 178479452, compound

HRID 366062Notes

Reaction equation

HRID 366062 reaction equation
[ClH:1].[C:2]1([CH:8]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:9]([NH:11][C@@H:12]([C:17]([NH:19][C@H:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:21][OH:22])=[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:45][C:46](=[N:49]C(OCC1C=CC=CC=1)=O)SC)(OCC1C=CC=CC=1)=O.CCN(C(C)C)C(C)C>CN(C=O)C>[ClH:1].[C:29]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:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:21][OH:22])=[O:18])[CH2:13][CH2:14][CH2:15][NH:16][C:46](=[NH:45])[NH2:49])=[O:10])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 46642131,3-Bis(benzyloxycarbonyl)-2-methylisothioureaHCID 131722065(R)-N2-(Diphenylacetyl)-(R)-N-(2-hydroxy-1-phenylethyl)ornithine amide hydrochloride

Product 1

HCID 178479452HCID 178479452, compoundYield 59.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared according to the method described in Example 1(f) above from (R)-N2 -(diphenylacetyl)-(R)-N-(2-hydroxy-1-phenylethyl)ornithine amide hydrochloride (0.5 g; 1.12 mmol), N,N'-bis(Cbz)-S-methylisothiourea (0.603 g; 1.68 mmol), DiPEA (0.2 mL) and DMF (15 mL) yielding 0.351 g of sub-title compound.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-509ca91f816d4185940a4452b9d08040
Source dataset
uspto-grants-2000_10
Patent number
US06127414

Reaction notes

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