HCID 68292569, compound → HCID 86706248, compound

HRID 529594Notes

Reaction equation

HRID 529594 reaction equation
[CH2:1]([C@@H:8]([CH2:12][CH2:13][C@H:14]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:15]([NH:17][C@H:18]1[CH2:24][CH2:23][S:22][C@H:21]2[CH2:25][CH2:26][CH2:27][C@@H:28]([C:29]([O:31][CH3:32])=[O:30])[N:20]2[C:19]1=[O:33])=[O:16])[C:9](O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.[NH2:48][C@H:49]1[CH2:56][CH2:55][CH2:54][CH2:53][CH2:52][N:51]([CH2:57][C:58]2[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=2)[C:50]1=[O:64]>>[CH2:34]([C@@H:14]([CH2:13][CH2:12][C@H:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:9]([NH:48][C@H:49]1[CH2:56][CH2:55][CH2:54][CH2:53][CH2:52][N:51]([CH2:57][C:58]2[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=2)[C:50]1=[O:64])=[O:10])[C:15]([NH:17][C@H:18]1[CH2:24][CH2:23][S:22][C@H:21]2[CH2:25][CH2:26][CH2:27][C@@H:28]([C:29]([O:31][CH3:32])=[O:30])[N:20]2[C:19]1=[O:33])=[O:16])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

3

Reactant 2

HCID 68292569HCID 68292569, compoundHCID 68311179(2R,5R)-2,5-Dibenzyl-6-((4S,7S,10aS)-7-(methoxycarbonyl)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylamino)-6-oxohexanoic acid

Product 1

HCID 86706248HCID 86706248, compound

Procedure

(4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-benzyl-2-oxoazocan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate was synthesized as described in General Procedure H using Intermediate 23 (11 mg, 0.019 mmol) and Intermediate 45 (6.3 mg, 0.027 mmol) to give a white solid (9.5 mg, 62% yield). Anal. Calcd. for C45H56N4O6S m/z 780.7. found: 781.3 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.40-7.03 (m, 16H), 6.81 (d, J=7.4 Hz, 1H), 5.34 (t, J=4.6 Hz, 1H), 5.13 (d, J=6.1 Hz, 1H), 5.07 (d, J=14.7 Hz, 1H), 5.03-4.93 (m, 1H), 4.92-4.80 (m, 1H), 4.06 (d, J=14.7 Hz, 1H), 3.77 (t, J=13.2 Hz, 1H), 3.68 (s, 3H), 3.25-3.04 (m, 2H), 2.92-2.64 (m, 5H), 2.47-2.29 (m, 2H), 2.12-1.95 (m, 2H), 1.90-1.09 (m, 18H).

Sources & evidence

ORD record
ord-a270933d16854733824ebf6e885ccd1d
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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