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Chemical Structure| 189744-27-2 Chemical Structure| 189744-27-2

Structure of 189744-27-2

Chemical Structure| 189744-27-2

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Product Details of [ 189744-27-2 ]

CAS No. :189744-27-2
Formula : C20H32N2O6
M.W : 396.48
SMILES Code : [C@@H](CC1=CC=C(N(CCO)CCO)C=C1)(NC(OC(C)(C)C)=O)C(OCC)=O
MDL No. :N/A

Safety of [ 189744-27-2 ]

Application In Synthesis of [ 189744-27-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 189744-27-2 ]

[ 189744-27-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 75-21-8 ]
  • [ 67630-01-7 ]
  • [ 189744-27-2 ]
  • 2
  • [ 624-76-0 ]
  • [ 67630-01-7 ]
  • [ 189744-27-2 ]
YieldReaction ConditionsOperation in experiment
1.8 kg With sodium carbonate; In acetonitrile; at 23 - 85℃; for 2h;Large scale; EXAMPLE 1 Preparation of 4-(bis-(2-hydroxyethyl)-amino-N-BOC-L-phenylalanine ethyl ester Into a suitable reactor A, 2.0 kg of N-BOC-L-phenylalanine ethyl ester and acetonitrile were loaded. The suspension was let under stirring until complete dissolution, maintaining the temperature at 23C and 1 .5 kg of sodium carbonate were then added. Subsequently, 3.2 L of 2-iodoethanol were added dropwise, the solution was heated up to 85C and these conditions were maintained for 2 hours. At the end of the reaction the mixture was quickly cooled down to 20C. In another suitable reactor B, 35L of water and 4 kg of Celite were loaded and the mixture was left under stirring for at least 5 minutes. The compound obtained into reactor A was transferred into reactor B and the suspension was kept under stirring for an hour. The suspension was filtered and washed with 12L of water. The wet Celite obtained into the reactor B and 140 L of ethyl acetate were loaded into a reactor C and the mixture was kept under stirring for 30 minutes then filtered by collecting the filtrate into a reactor D and letting the phases separate. The organic phase was distilled at reduced pressure. The residue was purified by chromatography using methylene chloride/ethyl acetate about 2:1 . About 1 .8 kg of 4-(bis-(2-hydroxyethyl)-amino-N-BOC-L-phenilalanine ethyl ester were then obtained.
 

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