HCID 15289013, compound → 2-Acetylamino-7-benzoylamino-4-octenedioic acid dimethyl ester

HRID 513355Notes

Reaction equation

HRID 513355 reaction equation
[CH3:1][O:2][C:3](=[O:22])[CH:4]([NH:13][C:14](=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:5][CH:6]=[CH:7][CH2:8]OC(=O)C.[CH3:23][O:24][C:25](=[O:34])[CH:26]([NH:30][C:31](=[O:33])[CH3:32])CC=C>>[CH3:23][O:24][C:25](=[O:34])[CH:26]([NH:30][C:31](=[O:33])[CH3:32])[CH2:8][CH:7]=[CH:6][CH2:5][CH:4]([NH:13][C:14](=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:3]([O:2][CH3:1])=[O:22]

Participants

3

Reactant 2

HCID 15289013HCID 15289013, compoundHCID 66776746HCID 66776746, compound

Product 1

HCID 667759062-Acetylamino-7-benzoylamino-4-octenedioic acid dimethyl ester

Procedure

2-Acetylamino-7-benzoylamino-4-octenedioic acid dimethyl ester 142 was synthesised using standard solution-phase metathesis conditions (refer to section 7.5) from 6-acetoxy-2-benzoylamino-4-hexenoic acid methyl ester 141 and methyl-2-acetylamino-4-pentenoate 121a. The desired compound was obtained as a brown oil, and purified via column chromatography (SiO2; EtOAc:Hexane; 2:1).

Workup

  1. custom2-Acetylamino-7-benzoylamino-4-octenedioic acid dimethyl ester 142 was synthesised

Sources & evidence

ORD record
ord-91ed84349c6e48feab8ea5b5658a832d
Source dataset
uspto-grants-2015_08
Patent number
US09102708B2

Reaction notes

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