HCID 67430248, compound → HCID 67430815, compound

HRID 1660708Notes

Reaction equation

HRID 1660708 reaction equation
[C:1]([N:11]([CH3:45])[C@H:12]([C:22]([NH:24][CH:25]([CH3:44])[CH:26]([NH:36][C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:27][O:28][Si](C(C)(C)C)(C)C)=[O:23])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2]>CC(O)=O>[C:1]([N:11]([CH3:45])[C@H:12]([C:22]([NH:24][CH:25]([CH3:44])[CH:26]([NH:36][C:37]([O:39][C:40]([CH3:42])([CH3:41])[CH3:43])=[O:38])[CH2:27][OH:28])=[O:23])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2]

Participants

3

Reactant 1

HCID 67430248HCID 67430248, compound

Product 1

HCID 67430815HCID 67430815, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 111 (15 mg, 0.086 mmol) in AcOH (1 mL) was stirred 15 h. at room temperature. The reaction was concentrated to yield 112 (11 mg, 90%) as a colorless oil. The crude residue was used with further purification in the next step. 1H-NMR (500 MHz, CDCl3): 1.04 (d, J=6.9 Hz, 3H), 1.45 (s, 9H), 2.81 (s, 3H), 2.88-2.92 (m, 1H), 3.02-3.09 (m, 1H), 3.29-3.33 (m, 1H), 3.51-3.62 (m, 1H), 3.70-3.79 (m, 1H), 3.78 (s, 3H), 4.02-4.08 (m, 1H), 4.43-4.47 (m, 1H), 4.51-4.55 (m, 1H), 5.05-5.18 (m, 2H), 5.22 (s, 2H), 5.98-5.99 (m, 1H), 6.72 ((d, J=7.9 Hz, 2H), 6.90-7.01 (m, 2H), 7.22-7.38 (m, 5H).

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-0c8184805d0e4a5c9416c3aecdd09c21
Source dataset
uspto-grants-2011_10
Patent number
US08030279B2

Reaction notes

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