Dicyclohexylcarbodiimide → HCID 86736853, compound

HRID 1701154Notes

Reaction equation

Br.[C:2]1([N:8]=[N:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([NH:20][C:21](=[O:27])[C@@H:22]3[CH2:26][CH2:25][CH2:24][NH:23]3)=[CH:12][CH:11]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:28]([O:32][C:33]([NH:35][CH2:36][C:37](O)=[O:38])=[O:34])([CH3:31])([CH3:30])[CH3:29].C1(N=C=NC2CCCCC2)CCCCC1>>[C:2]1([N:8]=[N:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([NH:20][C:21](=[O:27])[C@@H:22]3[CH2:26][CH2:25][CH2:24][N:23]3[C:37](=[O:38])[CH2:36][NH:35][C:33]([O:32][C:28]([CH3:30])([CH3:29])[CH3:31])=[O:34])=[CH:12][CH:11]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 10868Dicyclohexylcarbodiimide

HCID 78288N-(tert-butoxycarbonyl)glycine

HCID 86736854HCID 86736854, compound

Product 1

HCID 86736853HCID 86736853, compound

Procedure

The L-proline 4-phenylazo-1-naphthylamide hydrobromide thus obtained and t-butyloxycarbonyl glycine (1.36 g, 0.0077 mole) were coupled by N, N'dicyclohexylcarbodimide and the reaction mixture was worked up as in Example 6. The crude product was then purified by column chromatography, and the final product was obtained as crystals. Yield 1.1 g.

Workup

customThe crude product was then purified by column chromatography

Sources & evidence

ORD record: ord-b5bc2cbce5db4d1d900b5b2e4a49fec1
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04191808

Reaction notes

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