Cyclopentane-1,1-diacetic anhydride → HCID 10207073, compound

HRID 1243511Notes

Reaction equation

[OH:1]/[N:2]=[C:3](\[NH2:17])/[CH2:4][CH2:5][C:6]1[C:7]([CH3:16])=[N:8][C:9]2[NH:10][CH2:11][CH2:12][CH2:13][C:14]=2[CH:15]=1.[CH2:18]1[CH2:22][C:21]2([CH2:29][C:27](=O)[O:26][C:24](=[O:25])[CH2:23]2)[CH2:20][CH2:19]1>O1CCOCC1>[CH3:16][C:7]1[C:6]([CH2:5][CH2:4][C:3]2[N:17]=[C:27]([CH2:29][C:21]3([CH2:23][C:24]([OH:26])=[O:25])[CH2:22][CH2:18][CH2:19][CH2:20]3)[O:1][N:2]=2)=[CH:15][C:14]2[CH2:13][CH2:12][CH2:11][NH:10][C:9]=2[N:8]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A stirred mixture of the product of EXAMPLE 7, STEP 3 (100 mg), 3,3-tetramethyleneglutaric anhydride (80 mg, Aldrich) and 1,4-dioxane (2 mL, Aldrich) was heated to 100° C. for 16 hrs. The resulting mixture was purified by HPLC to provide the title compound as a gum. 1H (CD3OD) δ 1.66 (8H, m); (1.93, 2H, p); 2.40 (3H, s); 2.42 (2H, s); 2.77 (2H, t); 2.97 (2H, t); 3.00 (2H, t); 3.14 (2H, s); 3.46 (2H, t); 7.51 (1H, s).

Workup

customThe resulting mixture was purified by HPLC

Sources & evidence

ORD record: ord-97cd7c0f3d50446d8114f8dad6ac5dca
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07119098B2

Reaction notes

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