Diethylene Glycol Monomethyl Ether → HCID 131728281, compound

HRID 502487Notes

Reaction equation

HRID 502487 reaction equation
[CH3:1][C@@H:2]1[O:9]C(=O)[C@H](C)[O:5][C:3]1=[O:4].[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][OH:18].[C:19]([OH:24])(=[O:23])[C@H:20]([CH3:22])[OH:21].C[C@H]1OC(=O)[C@@H](C)OC1=O.[CH3:35][O:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][OH:42].CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2]>>[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][OH:18].[C:3]([OH:5])(=[O:4])[C@H:2]([CH3:1])[OH:9].[CH3:35][O:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][OH:42].[C:19]([OH:24])(=[O:23])[C@@H:20]([CH3:22])[OH:21]

Participants

7

Reactant 5

HCID 8134Diethylene Glycol Monomethyl EtherHCID 93182-ethylhexanoic acid tin(II) saltHCID 107983Lactide, L-HCID 5325924D,D-DilactideHCID 131728281HCID 131728281, compound

Product 2

HCID 131728281HCID 131728281, compoundHCID 131728282HCID 131728282, compound

Procedure

Ringopening polymerization of lactide (L-lactide for system (A) and D-lactide for system B, each 5 g) was carried out using 2-(2-methoxyethoxy)ethanol (MEE, 0.556 g) as an initiator, and stannous octoate (0.093 g) as the catalyst. The polymerization was carried out in the melt at 130° C. for four hours to yield MEE-L-lactic acid oligomer (A) and MEE-D-lactic acid oligomer (B). FIG. 1 shows the reaction scheme for the synthesis of dex-lactate (8), in which the DP is the degree of polymerization and DS is the degree of substitution (number of lactic acid oligomers per 100 glucopyranose units of dextran.

Sources & evidence

ORD record
ord-29aa9c7e73964c1c965d400d8b79f949
Source dataset
uspto-grants-2010_08
Patent number
US07776359B1

Reaction notes

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