Diisopropylethylamine → HCID 178462144, compound

HRID 366043Notes

Reaction equation

HRID 366043 reaction equation
Cl.[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:34]([NH:44][C:45](=[N:48][C:49]([O:51][CH2:52][C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)=[O:50])SC)([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35].CCN(C(C)C)C(C)C>>[C:49]([NH:48][C:45](=[N:44][C:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35])[NH:16][CH2:15][CH2:14][CH2:13][C@H:12]([C:17]([NH:19][C@@H:20]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[CH3:21])=[O:18])[NH:11][C:9](=[O:10])[CH:8]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)([O:51][CH2:52][C:53]1[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=1)=[O:50]

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 46642131,3-Bis(benzyloxycarbonyl)-2-methylisothioureaHCID 131722043(R)-N2-(Diphenylacetyl)-(R)-N-(1-phenylethyl)ornithine amide hydrochloride

Product 1

HCID 178462144HCID 178462144, compoundYield 78.4%

Procedure

Prepared according to the method described in Example 4(f) above from (R)-N2 -(diphenylacetyl)-(R)-N-(1-phenylethyl)ornithine amide (0.50 g; 1.0 mmol; from step (c) above), N,N'-bis(Cbz)-S-methylisothiourea (0.40 g; 1.1 mmol) and DiPEA (0.3 mL; 1.6 mmol) yielding 0.58 g (73%) of the sub-title compound as a solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ad0c475bc1ab4c9785895473f2082abe
Source dataset
uspto-grants-2000_10
Patent number
US06127414

Reaction notes

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