HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanecarboxaldehyde → HCID 67676296, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanecarboxaldehyde | HCID 16275 | — |
| Reactant | 3,5-Dimethylbenzoyl Chloride | HCID 81088 | — |
| Reactant | (R)-Methyl 2-amino-3-phenylpropanoate | HCID 853474 | — |
| Reactant | Methyl tryptophanate hydrochloride | HCID 2734891 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 67674649 | HCID 67674649 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | HCID 67676296 | HCID 67676296 | — |
Reaction Steps
Following the procedure described in example 12 and starting from N-(3,5-dimethylbenzoyl)-N-(cyclohexylethyl)-(D)-phenylalanine (prepared by reductive alkylation of (D)-phenylalanine methyl ester with cyclohexanecarboxaldehyde in the presence of sodium cyanoborohydride followed by N-acylation with 3,5-dimethylbenzoyl chloride in the presence of DMAP and hydrolysis of the methyl ester moiety according to example 1 and (L)-tryptophan methyl ester hydrochloride gives N-(3,5-dimethylbenzoyl)-N-(cyclohexylmethyl)-(D)-phenylalanyl-(L)-tryptophan; FAB-MS m/e 580 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05780498 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-63c27b4791314b08a2c6e2ded2e9b2bc |
| Source note | uspto-grants-1998_07 |