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tert-butyl 3-methyl-N-(methylsulfonyl)-L-valinate → (S)-3,3-Dimethyl-2-(methylsulfonamido)butanoic acid

HRID 1174377
Notes
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Reaction equation

HRID 1174377 reaction equation
[CH3:1][C:2]([CH3:17])([CH3:16])[C@@H:3]([C:9]([O:11]C(C)(C)C)=[O:10])[NH:4][S:5]([CH3:8])(=[O:7])=[O:6]>Cl.O1CCOCC1>[CH3:1][C:2]([CH3:17])([CH3:16])[C@@H:3]([C:9]([OH:11])=[O:10])[NH:4][S:5]([CH3:8])(=[O:7])=[O:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 86599586tert-butyl 3-methyl-N-(methylsulfonyl)-L-valinate

Product 1

HCID 61142133(S)-3,3-Dimethyl-2-(methylsulfonamido)butanoic acidYield 106.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 152A (59 mg, 0.22 mmol) in 4N HCl in dioxane (1 mL) at 25° C. for 4 h, and the solvents were evaporated to give the crude title compound (49 mg, 100%).

Workup

  1. customthe solvents were evaporated

Sources & evidence

ORD record
ord-b2894561c7914198ba750d8652d40cbb
Source dataset
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07834043B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes