HCID 66649628, compound → HCID 66649629, compound

HRID 420332Notes

Reaction equation

HRID 420332 reaction equation
[C:1]([O:5][C:6](=[O:36])[NH:7][C@@H:8]1[C@@H:13]([OH:14])[C@H:12]([CH2:15][C:16]2[CH:21]=[C:20]([O:22][C@H:23]([CH2:28][O:29][CH3:30])[C:24]([F:27])([F:26])[F:25])[C:19]([N+:31]([O-])=O)=[C:18]([F:34])[CH:17]=2)[CH2:11][S@@:10](=[O:35])[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>CCOC(C)=O>[C:1]([O:5][C:6](=[O:36])[NH:7][C@@H:8]1[C@@H:13]([OH:14])[C@H:12]([CH2:15][C:16]2[CH:21]=[C:20]([O:22][C@H:23]([CH2:28][O:29][CH3:30])[C:24]([F:25])([F:27])[F:26])[C:19]([NH2:31])=[C:18]([F:34])[CH:17]=2)[CH2:11][S@@:10](=[O:35])[CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 66649628HCID 66649628, compound

Product 1

HCID 66649629HCID 66649629, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared in an analogous manner as described for example 1j, starting from {(1R,3R,4S,5S)-5-[3-fluoro-4-nitro-5-((R)-2,2,2-trifluoro-1-methoxymethyl-ethoxy)-benzyl]-4-hydroxy-1-oxo-tetrahydro-thiopyran-3-yl}-carbamic acid tert-butyl ester (example 41a): TLC (EtOAc) Rf=0.30; HPLC RtF=1.99 min; ESIMS [M+H]+=515; [M+H-isobutylene]+=459.

Workup

  1. customHPLC RtF=1.99 min

Sources & evidence

ORD record
ord-427ff4ec31d7447da2d7e1cb698a5b56
Source dataset
uspto-grants-2012_01
Patent number
US08093406B2

Reaction notes

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