Succinic anhydride → 2,2-Dimethyl-4,20-dioxo-3,9,12,15-tetraoxa-5,19-diazatricosan-23-oic acid

HRID 535281Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][CH2:21][NH2:22])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:23]1(=[O:29])[O:28][C:26](=[O:27])[CH2:25][CH2:24]1>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:29])[CH2:24][CH2:25][C:26]([OH:28])=[O:27])=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

Reactant 2

HCID 7922Succinic anhydride

HCID 11989604Boc-TOTA

Product 1

HCID 218815212,2-Dimethyl-4,20-dioxo-3,9,12,15-tetraoxa-5,19-diazatricosan-23-oic acid

Procedure

preparation from 1-(tert-butoxycarbonylamino)-4,7,10-trioxa-13-tridecanamine (5 g) and succinic anhydride (1.98) gave 7 g crude product. LCMS (Method 6): Rt 3.34 min; m/z (M+1) 421 Calcd: 421

Sources & evidence

ORD record: ord-bb636fe7fcda48309adf561c7eaad177
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859493B2

Reaction notes

Loading…