Hydrochloric Acid → HCID 131719033, compound

HRID 1647141Notes

Reaction equation

HRID 1647141 reaction equation
[NH:1]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C@@H:2]([C:15](O)=[O:16])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([CH:13]=[O:14])[CH:5]=1.Cl.[NH2:26][CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30]>CN(C=O)C>[NH:1]([C:18]([O:20][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:19])[C@@H:2]([C:15]([NH:26][CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])=[O:16])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([CH:13]=[O:14])[CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 192794Methyl beta-alanateHCID 7021874Boc-D-Trp(For)-OH

Product 1

HCID 131719033HCID 131719033, compoundYield 69.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Boc-D-Trp(CHO)-OH (10.0 g), HCl.H-βAla-OMe (4.41 g) HOBt (4.47 g), WSCD (5.14 g) and DMF (100 ml) were reacted in a similar manner to that of Preparation 1-1) to give Boc-D-Trp(CHO)-βAla-OMe (8.77 g). mp: 134°-135° C. Rf: 0.54 (CHCl3 :MeOH=9:1)

Workup

  1. customof Preparation 1-1)

Sources & evidence

ORD record
ord-1bbd4955abea4bc6b27889f9eb5fcfb8
Source dataset
uspto-grants-1995_07
Patent number
US05430022

Reaction notes

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