HCID 66783135, compound → HCID 59159267, compound

HRID 1096290Notes

Reaction equation

HRID 1096290 reaction equation
FC(F)(F)OC1C=C(N[C@@H](C)C(O)=O)C=CC=1.COC(OC)CNCCCCN1CCC2(CC2)[C@H](O[Si](CC)(CC)CC)C1.[F:45][C:46]([F:80])([F:79])[O:47][C:48]1[CH:49]=[C:50]([NH:54][C@@H:55]([CH3:78])[C:56]([N:58]([CH2:72][CH:73](OC)OC)[CH2:59][CH2:60][CH2:61][CH2:62][N:63]2[CH2:70][CH2:69][C:66]3([CH2:68][CH2:67]3)[C@H:65]([OH:71])[CH2:64]2)=[O:57])[CH:51]=[CH:52][CH:53]=1>>[OH:71][C@@H:65]1[CH2:64][N:63]([CH2:62][CH2:61][CH2:60][CH2:59][N:58]2[CH2:72][CH2:73][N:54]([C:50]3[CH:51]=[CH:52][CH:53]=[C:48]([O:47][C:46]([F:79])([F:80])[F:45])[CH:49]=3)[C@@H:55]([CH3:78])[C:56]2=[O:57])[CH2:70][CH2:69][C:66]21[CH2:68][CH2:67]2

Participants

4

Reactant 3

HCID 66783135HCID 66783135, compound2×HCID 66783189HCID 66783189, compoundHCID 66783399HCID 66783399, compound

Product 1

HCID 59159267HCID 59159267, compound

Procedure

The title compound was produced in analogy with example 94, steps E and F. Thus, (S)-2-(3-trifluoromethoxy-phenylamino)-propionic acid (intermediate 25) was coupled in step E with (2,2-dimethoxy-ethyl)-[4-((S)-4-triethylsilanyloxy-6-aza-spiro[2.5]oct-6-yl)-butyl]-amine (example 94D), leading to (S)-2-(3-trifluoromethoxy-phenylamino)-N-(2,2-dimethoxy-ethyl)-N-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-butyl]-propionamide, which was converted to the title compound in step F. Light yellow gum, MS: 456.4 (M+H)+.

Sources & evidence

ORD record
ord-625d21877e7f4ecfb8dc7c5025308a1f
Source dataset
uspto-grants-2012_03
Patent number
US08138175B2

Reaction notes

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