Hydrochloric Acid → (2R,3S)-3-amino-4-cyclohexyl-1-(N-(3,5-dimethoxybenzyl)-N-((9H-fluoren-9-yl)methoxycarbonyl)-amino)butan-2-ol hydrochloride

HRID 253564Notes

Reaction equation

HRID 253564 reaction equation
C(OC([NH:8][C@@H:9]([CH2:42][CH:43]1[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]1)[C@H:10]([OH:41])[CH2:11][N:12]([CH2:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[CH:34]=[C:33]([O:39][CH3:40])[CH:32]=1)[C:13]([O:15][CH2:16][CH:17]1[C:29]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:23]2[C:18]1=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:14])=O)(C)(C)C.[ClH:49]>O1CCOCC1>[ClH:49].[NH2:8][C@@H:9]([CH2:42][CH:43]1[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]1)[C@H:10]([OH:41])[CH2:11][N:12]([CH2:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[CH:34]=[C:33]([O:39][CH3:40])[CH:32]=1)[C:13]([O:15][CH2:16][CH:17]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:23]=2[C:24]2[C:29]1=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57786493(2R,3S)-3-(t-butoxycarbonylamino)-4-cyclohexyl-1-(N-(3,5-dimethoxybenzyl)-N-((9H-fluoren-9-yl)methoxycarbonyl)amino)butan-2-ol

Product 1

HCID 66861385(2R,3S)-3-amino-4-cyclohexyl-1-(N-(3,5-dimethoxybenzyl)-N-((9H-fluoren-9-yl)methoxycarbonyl)-amino)butan-2-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(2R,3S)-3-(t-Butoxycarbonylamino)-4-cyclohexyl-1-(N-(3,5-dimethoxybenzyl)-N-((9H-fluoren-9-yl)methoxycarbonyl)amino)butan-2-ol (255.3 mg, 0.39 mmol) was dissolved in 4 M HCl in dioxane (5 mL) and stirred at rt for 1 h. Removal of the solvent afforded (2R,3S)-3-amino-4-cyclohexyl-1-(N-(3,5-dimethoxybenzyl)-N-((9H-fluoren-9-yl)methoxycarbonyl)-amino)butan-2-ol hydrochloride (253 mg, quant) as a white solid.

Workup

  1. customRemoval of the solvent

Sources & evidence

ORD record
ord-2d6552287ba04a7e884b80be268f3a1a
Source dataset
uspto-grants-2011_01
Patent number
US07872028B2

Reaction notes

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