Dimethylformamide → HCID 131722957, compound

HRID 427370Notes

Reaction equation

HRID 427370 reaction equation
[N:1]1([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=O.CN([P+](O[N:27]1N=N[C:29]2C=CC=[CH:33][C:28]1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.C[N:44]([CH:46]=[O:47])C>C(N(CC)CC)C>[N:1]1([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([NH:27][C:28]([C:46]([NH2:44])=[O:47])([CH3:33])[CH3:29])=[O:5]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate

Product 1

HCID 131722957HCID 131722957, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent2×

Procedure

Deprotection of 100 mg of the compound obtained by the process 1 was performed similarly to that in Example 28 (Process 3), and the obtained product was dissolved in 3 ml of DMF and neutralized with 68 μl of triethylamine under ice cooling. To the neutralized solution, 107 mg of Boc-Pro-OH, 237 mg of Bop reagent and 137 μl of triethylamine were added and the resultant mixture was stirred for 2 hr. The reaction mixture was treated similarly to that in Example 86 (Process 3) to give 35 mg of the title compound.

Workup

  1. additionThe reaction mixture was treated similarly to that in Example 86 (Process 3)

Sources & evidence

ORD record
ord-2eb6e91d5eb74d23a1ec33da3a955ede
Source dataset
uspto-grants-2001_11
Patent number
US06313094B1

Reaction notes

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