{(R)-1-[5'-chloro-3,3'-difluoro-2'-(2-methyl-2H-tetrazol-5-yl)-biphenyl-4-yl]-ethyl}-carbamic acid tert-butyl ester → 3-Amino-oxetane-3-carboxylic acid {(R)-1-[5'-chloro-3,3'-difluoro-2'-(2-methyl-2H-tetrazol-5-yl)-biphenyl-4-yl]-ethyl}-amide

HRID 1404547Notes

Reaction equation

HRID 1404547 reaction equation
COC(C1C(C2C=CC([C@H](NC([C:23]3([NH2:27])[CH2:26][O:25][CH2:24]3)=O)C)=C(F)C=2)=CC=CC=1Cl)=O.C(O[C:34](=[O:59])[NH:35][C@@H:36]([C:38]1[CH:43]=[CH:42][C:41]([C:44]2[CH:49]=[C:48]([Cl:50])[CH:47]=[C:46]([F:51])[C:45]=2[C:52]2[N:53]=[N:54][N:55]([CH3:57])[N:56]=2)=[CH:40][C:39]=1[F:58])[CH3:37])(C)(C)C>>[Cl:50][C:48]1[CH:47]=[C:46]([F:51])[C:45]([C:52]2[N:53]=[N:54][N:55]([CH3:57])[N:56]=2)=[C:44]([C:41]2[CH:42]=[CH:43][C:38]([C@H:36]([NH:35][C:34]([C:23]3([NH2:27])[CH2:26][O:25][CH2:24]3)=[O:59])[CH3:37])=[C:39]([F:58])[CH:40]=2)[CH:49]=1

Participants

3

Reactant 2

HCID 67979243{(R)-1-[5'-chloro-3,3'-difluoro-2'-(2-methyl-2H-tetrazol-5-yl)-biphenyl-4-yl]-ethyl}-carbamic acid tert-butyl esterHCID 679794974'-{(R)-1-[(3-Amino-oxetane-3-carbonyl)-amino]-ethyl}-3-chloro-3'-fluoro-biphenyl-2-carboxylic acid methyl ester

Product 1

HCID 679793053-Amino-oxetane-3-carboxylic acid {(R)-1-[5'-chloro-3,3'-difluoro-2'-(2-methyl-2H-tetrazol-5-yl)-biphenyl-4-yl]-ethyl}-amide

Procedure

The title compound was prepared in analogy to intermediate 4 using a modified procedure in step A for the synthesis of {(R)-1-[5′-chloro-3,3′-difluoro-2′-(2-methyl-2H-tetrazol-5-yl)-biphenyl-4-yl]-ethyl}-carbamic acid tert-butyl ester:

Sources & evidence

ORD record
ord-8ff3aa99249c4236a85c88f28fc56046
Source dataset
uspto-grants-2014_12
Patent number
US08912221B2

Reaction notes

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