Cycloleucine → 1-(Cbz-amino)cyclohexanecarboxylic acid

HRID 1077541Notes

Reaction equation

HRID 1077541 reaction equation
[NH2:1][C:2]1([C:6]([OH:8])=[O:7])[CH2:5][CH2:4][CH2:3]1.N[C:10]1([C:15]([OH:17])=O)[CH2:14][CH2:13][CH2:12][CH2:11]1.NC1([C:26](O)=[O:27])CCCCCC1.N[C:30]1(C(O)=O)CCCCCC[CH2:31]1.N[C:42]1(C(O)=O)CCCCCCCC1.NC1(C(O)=O)CCCCCCCCC1.NC(C)(C)C(O)=O.NC(CC)(CC)C(O)=O.NC(CCC)(CCC)C(O)=O.NC(C(C)C)(C(C)C)C(O)=O.NC(CC(C)C)(CC(C)C)C(O)=O.NC(CCCC)(CCCC)C(O)=O.NC(C1CC1)(C1CC1)C(O)=O.NC(C1CCC1)(C1CCC1)C(O)=O.NC(CC1C=CC=CC=1)(CC1C=CC=CC=1)C(O)=O>>[CH2:15]([O:17][C:26]([NH:1][C:2]1([C:6]([OH:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:31][CH2:30]1)=[O:27])[C:10]1[CH:42]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

16

Reactant 15

HCID 2901CycloleucineHCID 6119Aminoisobutyric acidHCID 233781-Aminocycloheptanecarboxylic acidHCID 896431-Aminocyclobutanecarboxylic acidHCID 951941-Aminocyclooctane-1-carboxylic acidHCID 95206alpha-Amino-2-ethylbutanoic acidHCID 95895alpha,alpha-Di-n-butylglycineHCID 97817DipropylglycineHCID 2336002-Amino-2,2-dicyclopropylacetic acidHCID 2345152-Amino-2-benzyl-3-phenylpropanoic acidHCID 40552731-Amino-1-cyclodecanecarboxylic acidHCID 12042141Leucine, 2-(2-methylpropyl)-HCID 151601912-Amino-3-methyl-2-(propan-2-yl)butanoic acidHCID 194315382-Amino-2,2-biscyclobutylacetic acidHCID 223263361-Aminocyclononane-1-carboxylic acid

Product 1

HCID 113578861-(Cbz-amino)cyclohexanecarboxylic acid

Procedure

In a similar manner, using 1-amino-cyclobutanecarboxylic acid, 1-amino-cyclopentanecarboxylic acid, 1-amino-cycloheptane-carboxylic acid, 1-amino-cyclooctanecarboxylic acid, 1-amino-cyclononanecarboxylic acid, 1-amino-cyclodecanecarboxylic acid, 2-amino-2-methylpropionic acid, 2-amino-2-ethylbutyric acid, 2-amino-2-n-propylvaleric acid, 2-amino-2-isopropyl-3-methylbutyric acid, 2-amino-2-isobutyl-4-methylvaleric acid, 2-amino-2-n-butylhexanoic acid, 2-amino-2,2-biscyclopropylacetic acid, 2-amino-2,2-biscyclobutylacetic acid or 2-amino-2,2-bisbenzylacetic acid instead of 1-amino-cyclohexanecarboxylic acid, the following starting materials are prepared:

Workup

  1. customthe following starting materials are prepared

Sources & evidence

ORD record
ord-4c8f22ab17d94957a64d7917cff84994
Source dataset
uspto-grants-1996_08
Patent number
US05543414

Reaction notes

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