Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 178446002, compound

HRID 2291754Notes

Reaction equation

HRID 2291754 reaction equation
[NH2:1][C@H:2]([C:4]([NH:6][C@H:7]([C:18]([NH:20][C@H:21]([C:26]([NH2:28])=[O:27])[CH2:22][CH:23]([CH3:25])[CH3:24])=[O:19])[CH2:8][CH2:9][CH2:10][NH:11][C:12](=[NH:17])[NH:13][N+:14]([O-:16])=[O:15])=[O:5])[CH3:3].[NH:29](C(OC(C)(C)C)=O)[C@H:30]([C:41](O)=[O:42])[CH2:31][CH2:32][CH2:33][NH:34][C:35](=[NH:40])[NH:36][N+:37]([O-:39])=[O:38].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(O)(C(F)(F)F)=O.C(Cl)Cl>CN(C=O)C>[NH2:29][C@H:30]([C:41]([NH:1][C@H:2]([C:4]([NH:6][C@H:7]([C:18]([NH:20][C@H:21]([C:26]([NH2:28])=[O:27])[CH2:22][CH:23]([CH3:24])[CH3:25])=[O:19])[CH2:8][CH2:9][CH2:10][NH:11][C:12](=[NH:17])[NH:13][N+:14]([O-:16])=[O:15])=[O:5])[CH3:3])=[O:42])[CH2:31][CH2:32][CH2:33][NH:34][C:35](=[NH:40])[NH:36][N+:37]([O-:39])=[O:38]

Participants

6

Reactant 4

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 21863450Trifluoroacetic acid methylene chlorideHCID 178446000HCID 178446000, compoundHCID 178454200HCID 178454200, compound

Product 1

HCID 178446002HCID 178446002, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

From 515 g of H-Ala-Arg(NO2)-Leu-NH2 in 2.5 l of DMF and 333 g of Boc-Arg(NO2)-OH and 500 g of BOP, 607 g (85%) of a white solid monitored by TLC and NMR are obtained by employing the operational conditions described in Example I-1, after treatment with the mixture TFA-CH2Cl2.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-d8db6acbf7574435be20a65090ded390
Source dataset
uspto-grants-1989_01
Patent number
US04797469

Reaction notes

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