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Tert-Butylamine → Boc-Thz-NH-tBu

HRID 427366
Notes
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Reaction equation

HRID 427366 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:12]([C:13]([OH:15])=O)[CH2:11][S:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:16]([NH2:20])([CH3:19])([CH3:18])[CH3:17].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>CN(C=O)C>[N:8]1([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:9][S:10][CH2:11][C@H:12]1[C:13]([NH:20][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:15]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6385Tert-ButylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 51470143-(1,1-Dimethylethyl) 3,4-thiazolidinedicarboxylate

Product 1

HCID 54130109Boc-Thz-NH-tBu

Reagents, catalysts & solvents 1

HCID 6228
Dimethylformamide
Solvent

Procedure

In a DMF solution containing 0.10 g of N-(t-butoxy-carbonyl)-1,3-thiazolidine-4-carboxylic acid, 45 μl of tert-butylamine, 66 mg of HOBt and 98 mg of EDC hydrochloride were added under ice cooling and the resultant mixture was stirred for 14 hr. The reaction mixture was treated similarly to that in Example 34 (Process 3) to give 90 mg of the title compound.

Workup

  1. additionwere added under ice cooling
  2. additionThe reaction mixture was treated similarly to that in Example 34 (Process 3)

Sources & evidence

ORD record
ord-8971db6edec04d769e19c838b620390b
Source dataset
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06313094B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes