O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 131721969, compound

HRID 1952997Notes

Reaction equation

HRID 1952997 reaction equation
[C:1]1([CH:7]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:8]([NH:10][C@@H:11]([C:26](O)=[O:27])[CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:35][C:36]([CH2:38][C:39]1[CH:44]=[CH:43][C:42]([CH2:45][NH2:46])=[CH:41][CH:40]=1)=[O:37].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>>[NH2:35][C:36]([CH2:38][C:39]1[CH:44]=[CH:43][C:42]([CH2:45][NH:46][C:26](=[O:27])[C@@H:11]([CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])[NH:10][C:8](=[O:9])[CH:7]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:41][CH:40]=1)=[O:37]

Participants

4

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 15480552HCID 15480552, compoundHCID 54559825HCID 54559825, compound

Product 1

HCID 131721969HCID 131721969, compoundYield 89%

Procedure

Prepared analogously to Example 6d) from (R)-N2 -diphenylacetyl-N5 -(phenylmethoxycarbonyl)-ornithine, 4-(aminocarbonylmethyl)-benzenemethanamine and TBTU in a yield of 89% of theory. Colourless crystals, Mp. 203-205° C.

Sources & evidence

ORD record
ord-0ceb0d0da2f944448a2c584eb70b7e81
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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