Benzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamate → 3,4-dinicotinoyl-N-carbobenzoxy-dopamine

HRID 236311Notes

Reaction equation

HRID 236311 reaction equation
C[N:2]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[CH2:3][CH2:4][C:5]1[CH:12]=[CH:11][C:9]([OH:10])=[C:7]([OH:8])[CH:6]=1.[C:23]([NH:33][CH2:34][CH2:35][C:36]1C=CC(O)=[C:38]([OH:39])[CH:37]=1)(OCC1C=CC=CC=1)=O>C1C=CC=CC=1>[C:38]([C:7]1([OH:8])[C:9]([C:38](=[O:39])[C:37]2[CH:36]=[CH:35][CH:34]=[N:33][CH:23]=2)([OH:10])[CH:11]=[CH:12][C:5]([CH2:4][CH2:3][NH:2][C:13]([O:15][CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:14])=[CH:6]1)(=[O:39])[C:37]1[CH:36]=[CH:35][CH:34]=[N:33][CH:23]=1

Participants

4

Reactant 2

HCID 11108946Benzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamateHCID 20196375benzyl N-[2-(3,4-dihydroxyphenyl)ethyl]-N-methylcarbamate

Product 1

HCID 197945193,4-dinicotinoyl-N-carbobenzoxy-dopamine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

By working as described in Example 1, but replacing the N-methyl-N-carbobenzoxy-dopamine with an equivalent amount of N-carbobenzoxy-dopamine, 3,4-dinicotinoyl-N-carbobenzoxy-dopamine is obtained (m.p. 86°-90° C., from benzene).

Sources & evidence

ORD record
ord-793435134d974c9c87bc817d18048194
Source dataset
uspto-grants-1987_02
Patent number
US04644004

Reaction notes

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