Hydrochloric Acid → HCID 20759866, compound

HRID 25701Notes

Reaction equation

HRID 25701 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH2:6][NH:7][C:8](=[O:37])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:20](=[O:36])[O:21][CH2:22][CH:23]1[C:35]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[C:29]2[C:24]1=[CH:25][CH:26]=[CH:27][CH:28]=2)C.Cl>O1CCCC1>[CH:25]1[C:24]2[CH:23]([CH2:22][O:21][C:20](=[O:36])[NH:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][C:8](=[O:37])[NH:7][CH2:6][CH2:5][CH:4]=[O:3])[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:29]=2[CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 207598659H-fluoren-9-ylmethyl 11-[(3,3-diethoxypropyl)amino]-11-oxoundecyl-carbamate

Product 1

HCID 20759866HCID 20759866, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

By using an analogous procedure to that described for Reference Example 14, 9H-fluoren-9-ylmethyl 11-[(3,3-diethoxypropyl)amino]-1-oxoundecylcarbamate (480 mg, 0.87 mmol, obtained from Reference Example 29) in tetrahydrofuran (5 ml) was reacted with 0.5 N hydrochloric acid (4 ml) at room temperature for 5 hours. Purification by chromatography (flash column, silica gel, 75% ethyl acetate in hexanes) provided 9H-fluoren-9-ylmethyl-11-oxo-11-[(3-oxopropyl)amino]undecyl-carbamate (348 mg, 84%) as a white waxy solid.

Workup

  1. customPurification by chromatography (flash column, silica gel, 75% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-174774ca120b4c1d8120e7d1dd2cadad
Source dataset
uspto-grants-2005_02
Patent number
US06858591B2

Reaction notes

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