Triethylamine → HCID 58779150, compound

HRID 1372186Notes

Reaction equation

HRID 1372186 reaction equation
[CH2:1]1[C:6](=O)N(OC(ON2C(=O)CCC2=O)=O)C(=O)[CH2:2]1.[CH3:19]CN(CC)CC.[O:26]1[CH2:30][CH2:29][C@H:28]([O:31][C:32](=[O:41])[O:33][N:34]2[C:38](=[O:39])[CH2:37][CH2:36][C:35]2=[O:40])[CH2:27]1>CC#N>[O:26]1[C:27]2([CH2:6][CH2:1][CH2:2][CH:28]2[O:31][C:32](=[O:41])[O:33][N:34]2[C:35](=[O:40])[CH2:36][CH2:37][C:38]2=[O:39])[CH2:19][CH2:29][CH2:30]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 676246Di(succinimido) carbonateHCID 11229944Carbonic Acid 2,5-Dioxopyrrolidin-1-yl (S)-Tetrahydrofuran-3-yl Ester

Product 1

HCID 58779150HCID 58779150, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The above spiro alcohol (27 mg, 0.19 mmol), N,N′-disuccinimidyl carbonate (52 mg, 0.204 mmol), Et3N (25 mg, 0.25 mmol) in CH3CN (5 mL) were stirred for 12 hours, following the same conditions as described for compound 22 to obtain compound 26 (22 mg, 40%). 1H NMR (CDCl3, 200 MHz): δ 4.7 (m, 1H), 3.8 (m, 2H), 2.8 (s, 4H), 1.5–2.1 (m, 10H).

Sources & evidence

ORD record
ord-857e98d522ad4538be457fcd7566000a
Source dataset
uspto-grants-2007_01
Patent number
US07157489B2

Reaction notes

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