tert-butyl (S)-2-[6-bromo-3-bis-(tert-butoxycarbonyl)amino-2-methoxycarbonylphenoxy-methyl]pyrrolidine-1-carboxylate → methyl 6-amino-3-bromo-2-((S)-1-pyrrolidin-2-ylmethoxy)benzoate

HRID 715951Notes

Reaction equation

HRID 715951 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([O:12][CH2:13][C@H:14]2[CH2:18][CH2:17][CH2:16][NH:15]2)[C:5]([Br:19])=[CH:4][CH:3]=1.BrC1C(OC[C@@H]2CCCN2C(OC(C)(C)C)=O)=C(C(OC)=O)C(N(C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)=CC=1>>[NH2:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([O:12][CH2:13][C@@H:14]2[CH2:18][CH2:17][CH2:16][NH:15]2)[C:5]([Br:19])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 71003911tert-butyl (S)-2-[6-bromo-3-bis-(tert-butoxycarbonyl)amino-2-methoxycarbonylphenoxy-methyl]pyrrolidine-1-carboxylate2×HCID 86712110methyl 6-amino-3-bromo-2-((R)-1-pyrrolidin-2-ylmethoxy)benzoate

Product 1

HCID 86712113methyl 6-amino-3-bromo-2-((S)-1-pyrrolidin-2-ylmethoxy)benzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 7, starting from tert-butyl (S)-2-[6-bromo-3-bis-(tert-butoxycarbonyl)amino-2-methoxycarbonylphenoxy-methyl]pyrrolidine-1-carboxylate (Intermediate 15).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-e0566cd25e634a36a423540913b8fbd7
Source dataset
uspto-grants-2015_11
Patent number
US09187494B2

Reaction notes

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