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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353608Generated: October 29, 2026

Diisopropylethylamine → HCID 11509907, compound

https://huagongshe.com/reaction/2353608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acidHCID 57892448—
ReactantHCID 68454018HCID 68454018—
SolventDimethylformamideHCID 6228—
ProductHCID 11509907HCID 1150990742.3%

Reaction Steps

A solution of (1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid (8.2 mg, 0.037 mmol), TBTU (11.9 mg, 0.037 mmol) and ethyl-diisopropylamine (19 μL, 0.111 mmol) in DMF (1 mL) is allowed to stand at rt for 30 min. The solution is added to 1-(4-aminomethyl-3-methoxy-phenoxy)-propanol (7.8 mg, 0.037 mmol) and the mixture is allowed to stand at rt for 1 h. The mixture is separated by prep. HPLC to afford (1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid 4-(3-hydroxy-propoxy)-2-methoxy-benzylamide (6.5 mg) as a colourless lyophilisate. LC-MS: tR=1.01 min, [M+1]+=416.12.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750040B2
Source datasetuspto-grants-2010_07
ORD IDord-f288e394df024f4ab5aa86e2894c3137
Source noteuspto-grants-2010_07