HCID 68605009, compound → HCID 68604717, compound

HRID 2267669Notes

Reaction equation

HRID 2267669 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:17]([O:19][CH3:20])=[O:18])[CH:14]([CH3:16])C)=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.CN[C@H](C(O)=O)C[C:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28]C=1>>[F:8][C:6]1[CH:5]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:17]([O:19][CH3:20])=[O:18])[CH2:14][C:16]2[NH:28][C:29]3[C:34]([CH:26]=2)=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 68605009HCID 68605009, compoundHCID 69295908HCID 69295908, compound

Product 1

HCID 68604717HCID 68604717, compound

Procedure

A method similar to that used for the preparation of (107a) was used except that methyl-L-triptophane hydrochloride (214 mg) was used instead of methyl-L-valinate hydrochloride to afford the desired product (365 mg). 1H NMR (300 MHz, CDCl3) δ 3.17 (m, 2H), 3.43 (s, 2H), 4.90 (m, 1H), 5.94 (d, 1H, J=7 Hz), 6.62 (m, 2H), 6.71 (m, 1H), 7.12 (m, 1H), 7.17 (m, 1H), 7.36 (d, 1H, J=8 Hz), 7.39 (d, 1H, J=8 Hz), 8.09 (s, 1H). MS APCI, m/z=373(M+1). LC/MS: 2.28 min.

Sources & evidence

ORD record
ord-3c4b397a1ef442a19152bbe473c1c6c5
Source dataset
uspto-grants-2010_12
Patent number
US07858776B2

Reaction notes

Loading…