2-Amino-2-methyl-1-propanol → Boc-Thz-NH-C(CH3)2-CH2OH

HRID 427378Notes

Reaction equation

HRID 427378 reaction equation
[N:1]1([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8][S:7][CH2:6][C@H:2]1[C:3]([OH:5])=O.[NH2:16][C:17]([CH3:21])([CH3:20])[CH2:18][OH:19].CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[N:1]1([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8][S:7][CH2:6][C@H:2]1[C:3]([NH:16][C:17]([CH2:18][OH:19])([CH3:21])[CH3:20])=[O:5]

Participants

5

Reactant 3

HCID 118072-Amino-2-methyl-1-propanolHCID 688405(4R)-3-[(tert-butoxy)carbonyl]-1,3-thiazolidine-4-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 131722959Boc-Thz-NH-C(CH3)2-CH2OH

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a methylene chloride solution containing 0.30 g of Boc-Thz-OH, 0.12 ml of 2-amino-2-methyl-1-propanol and 0.29 g of EDC hydrochloride were added and the resultant mixture was stirred for 14 hr. The reaction mixture was treated similarly to that in Example 33 (Process 3) to give 190 mg of the title compound.

Workup

  1. additionwere added
  2. additionThe reaction mixture was treated similarly to that in Example 33 (Process 3)

Sources & evidence

ORD record
ord-06293d83d3264208ab16155891ce2d51
Source dataset
uspto-grants-2001_11
Patent number
US06313094B1

Reaction notes

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