Tert-Butylamine → Boc-Thz-NH-tBu

HRID 2269632Notes

Reaction equation

HRID 2269632 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]

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 6228DimethylformamideSolvent

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-0de970e6ce984da59722c8e010071989
Source dataset
uspto-grants-2001_12
Patent number
US06329502B1

Reaction notes

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