Hydrochloric Acid → Hydrochloric Acid

HRID 75158Notes

Reaction equation

HRID 75158 reaction equation
[Si]([O:8][CH2:9][C@@H:10]([NH:24]C(=O)OC(C)(C)C)[CH2:11][NH:12][CH2:13][C:14]12[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]3)[CH2:15]1)[CH2:21]2)(C(C)(C)C)(C)C.[ClH:32]>CO>[NH2:24][C@@H:10]([CH2:11][NH:12][CH2:13][C:14]12[CH2:23][CH:18]3[CH2:17][CH:16]([CH2:22][CH:20]([CH2:19]3)[CH2:21]1)[CH2:15]2)[CH2:9][OH:8].[ClH:32]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59437175(S)-tert-butyl 1-(tert-butyldimethylsilyloxy)-3-((1-adamantylmethyl)amino)propan-2-ylcarbamate

Product 2

HCID 313Hydrochloric AcidHCID 59437168HCID 59437168, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (S)-tert-butyl 1-(tert-butyldimethylsilyloxy)-3-((1-adamantylmethyl)amino)propan-2-ylcarbamate (10 g, 22 mmol) in 1N HCl in CH3OH (30 mL) was stirred for 3 h at rt. After the reaction was complete, the solution was concentrated to give crude (S)-2-amino-3-((1-adamantylmethyl)amino)propan-1-ol as its HCl salt, which was used for the next step without purification.

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-b7adaac829e54daab5c9b54e344949c4
Source dataset
uspto-grants-2014_09
Patent number
US08835426B2

Reaction notes

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