Benzyl Bromide → HCID 57233772, compound

HRID 343997Notes

Reaction equation

[C:1]([NH:9][C@@H:10]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([OH:22])[CH:16]=1)[C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:1]([NH:9][C@@H:10]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:17]([O:22][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:16]=1)[C:11]([O:13][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:12])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 7498Benzyl Bromide

HCID 1148345533515-38-7

Product 1

HCID 57233772HCID 57233772, compoundYield 196.1%

Procedure

The procedure of Example 1 part (3) was repeated, except that (2S)-2-benzoylamino-3-(3,4-dihydroxyphenyl)propanoic acid (1.53 g, 5.1 mmol) was used instead of methyl (2S)-2-benzoylamino-3-(3,4-dihydroxyphenyl)propanoate, and benzyl bromide (3.59 g, 21.0 mmol) was used instead of methyl iodide, and 2.85 g (5.0 mmol, yield: 98%) of benzyl (2S)-2-benzoylamino-3-(3,4-dibenzyloxyphenyl)propanoate was obtained.

Sources & evidence

ORD record: ord-9cb3317379254936b7e546106e5583e3
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05864041

Reaction notes

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