HCID 69686539, compound → HCID 86758388, compound

HRID 2231092Notes

Reaction equation

HRID 2231092 reaction equation
[C:1]([O:5][C:6](=[O:31])[CH2:7][N:8]1[C:14](=[O:15])[CH:13]([N:16]2[C:24](=[O:25])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]2=[O:26])[CH2:12][CH2:11][CH2:10][N:9]1[S:27]([CH3:30])(=[O:29])=[O:28])([CH3:4])([CH3:3])[CH3:2].C(OC(=O)CN1C(=O)C(N)CCC(=O)N1CC1C=CC=CC=1)(C)(C)C>>[C:1]([O:5][C:6](=[O:31])[CH2:7][N:8]1[C:14](=[O:15])[CH:13]([NH2:16])[CH2:12][CH2:11][CH2:10][N:9]1[S:27]([CH3:30])(=[O:29])=[O:28])([CH3:4])([CH3:3])[CH3:2].[C:1]([O:5][C:6](=[O:31])[CH2:7][N:8]1[C:14](=[O:15])[CH:13]([N:16]2[C:24](=[O:25])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]2=[O:26])[CH2:12][CH2:11][CH2:10][N:9]1[S:27]([CH3:30])(=[O:29])=[O:28])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 69686539HCID 69686539, compoundHCID 86758388HCID 86758388, compound

Product 2

HCID 54213553HCID 54213553, compoundHCID 86758388HCID 86758388, compoundYield 89%

Procedure

(6-Amino-2-methanesulfonyl-7-oxo-[1,2]diazepan-1-yl)-acetic acid tert-butyl ester (23) was prepared from [6-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-methanesulfonyl-7-oxo-[1,2]diazepan-1-yl]-acetic acid tert-butyl ester (22) by the method used to prepare 6a to afford 95 mg (89% yield) of the title compound. 1H-NMR (500 MHz, CDCl3) δ 1.48 (s, 9H), 1.66-1.71 (m, 1H), 1.83-1.87 (m, 1H), 1.94-198 (m, 1H), 2.09-2.13 (m, 1H), 3.07 (s, 3H), 3.45-3.51 (m, 1H), 3.87-3.91 (d, 1H), 4.00-4.11 (m, 2H), 4.59-4.63 (d, 1H). Analytical HPLC: 5.87 min. LC-MS (ES+): m/e=322 (M+H+).

Sources & evidence

ORD record
ord-5d600ff6c7c041069d9173061e2d9432
Source dataset
uspto-grants-2002_07
Patent number
US06426413B1

Reaction notes

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