Dimethylformamide → (2S)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-3-phenylpropanoic acid
Reaction equation
[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@H:2]([C:4]([OH:6])=O)[CH3:3].C1CCC(N=C=NC2CCCCC2)CC1.[NH:29](C(OC(C)(C)C)=O)[C@H:30]([C:38]([OH:40])=[O:39])[CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.CN(C=O)C>C(Cl)Cl>[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@H:2]([C:4]([NH:29][C@H:30]([C:38]([OH:40])=[O:39])[CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:6])[CH3:3]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
On the other hand, 2 mmole of Boc-Ala, the 36th amino acid in the amino acid sequence, was dissolved in 5 ml ml of DCM. In an amino acid activating vessel, 2 ml of DCC (0.5M DCM solution) was added to the resulting solution They were reacted for 5 minutes. Thereafter, the reaction product was treated in the same manner as in the Boc-Phe After addition of DMF and subsequent concentration under a nitrogen gas stream, the resulting concentrate was transferred to a reaction vessel so as to conduct a reaction for 20 minutes. The reaction mixture was then washed with 8 ml of DCM (6 times, each, for 20 seconds) and filtered to obtain Boc-Ala-Phe-resin.
Workup
- customwere reacted for 5 minutes
- concentrationthe resulting concentrate
- customwas transferred to a reaction vessel
- customa reaction for 20 minutes
- washThe reaction mixture was then washed with 8 ml of DCM (6 times
- filtrationeach, for 20 seconds) and filtered
Sources & evidence
- ORD record
- ord-b7dd3797c7b34936be98f450e48df7da
- Source dataset
- uspto-grants-1988_05
- Patent number
- US04743677
Reaction notes
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