3-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acid → (2E)-4-(1-{[(tert-butoxy)carbonyl]amino}cyclobutyl)but-2-enoic acid

HRID 2104314Notes

Reaction equation

HRID 2104314 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([CH2:13][C:14](O)=O)[CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC(NC(C)(C)[CH2:26][C:27]([OH:29])=[O:28])=O)(C)(C)C>>[C:1]([O:5][C:6]([NH:8][C:9]1([CH2:13]/[CH:14]=[CH:26]/[C:27]([OH:29])=[O:28])[CH2:10][CH2:11][CH2:12]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 103760463-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acidHCID 10751878(1-Aminocyclobut-1-yl)acetic acid, N-BOC protected

Product 1

HCID 10729698(2E)-4-(1-{[(tert-butoxy)carbonyl]amino}cyclobutyl)but-2-enoic acid

Procedure

(2E)-4-(1-(tert-Butoxycarbonylamino)cyclobutyl)but-2-enoic acid was synthesized starting with (1-(tert-butoxycarbonylamino)cyclobutyl)acetic acid analogously to the synthesis of (2E)-5-(tert-butoxycarbonylamino)-5-methylhex-2-enoic acid starting with of 3-tert-butoxycarbonylamino-3-methylbutanoic acid.

Sources & evidence

ORD record
ord-b6592315388847fea1776e336512b77f
Source dataset
uspto-grants-2009_08
Patent number
US07576062B2

Reaction notes

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