N,N-Dimethyl-1,3-propanediamine → HCID 86718958, compound

HRID 64529Notes

Reaction equation

C([NH:4][C@@H:5]1[C:11](=[O:12])[O:10][C:8](=[O:9])[CH:7]([CH3:13])[CH2:6]1)(O)=O.CN(C)CCCN.C([NH:24][C@H:25]([C:41]([O:43]C(=O)[C@H](CCCCNC(OCC1C=CC=CC=1)=O)NC(O)=O)=[O:42])[CH2:26][CH2:27][CH2:28][CH2:29][NH:30][C:31]([O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:32])(O)=[O:22]>ClCCCl>[CH3:13][CH:7]([C:8]([OH:9])=[O:22])[CH2:6][C@@H:5]([C:11]([OH:10])=[O:12])[NH2:4].[CH2:34]([O:33][C:31]([NH:30][CH2:29][CH2:28][CH2:27][CH2:26][C@@H:25]([C:41]([OH:43])=[O:42])[NH2:24])=[O:32])[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

Conditions

Temperature: 0 °C

Procedure

To 1,2-dichloroethane (20 ml) was added N-carboxy-γ-methyl-L-glutamic acid anhydride (5.00 g, 26.72 mmol), and the mixture was cooled to 0° C. N,N-Dimethyl-1,3-propanediamine (66.80 μl, 0.534 mmol) was added as an initiator, and the mixture was stirred at 25° C. for 1 day and cooled again to 0° C. 1,2-Dichloroethane (20 ml) was added, Nα-carboxy-Nε-benzyloxycarbonyl-L-lysine anhydride (4.09 g, 13.36 mmol) was added, and the mixture was stirred at 25° C. for 1 day to give a γ-methyl-L-glutamic acid-Nε-benzyloxycarbonyl-L-lysine block copolymer. The weight average molecular weight, Mw, of the copolymer was measured by Measurement Method 1 described below. In addition, the composition of the copolymer was measured by Measurement method 2 described below.

Workup

temperaturecooled again to 0° C
stirringthe mixture was stirred at 25° C. for 1 day

Sources & evidence

ORD record: ord-4fc48c3111ec4ed29674175a2c8c5786
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09450174B2

Reaction notes

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