1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 68922120, compound

HRID 1593319Notes

Reaction equation

HRID 1593319 reaction equation
Br.[NH2:2][C@H:3]1[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[S:5][C@H:4]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH:21]1[CH:26]=[CH:25][C:24]([CH2:27][C@H:28]([NH:43]C(OCC2C3C(=CC=CC=3)C3C2=CC=CC=3)=O)[C:29](OC2C(F)=C(F)C(F)=C(F)C=2F)=[O:30])=[CH:23][CH:22]=1.CCN(C(C)C)C(C)C.C1CCN2C(=NCCC2)CC1>C1COCC1>[O:10]=[C:9]1[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[S:5][C@@H:4]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C@H:3]1[NH:2][C:29](=[O:30])[C@H:28]([CH2:27][C:24]1[CH:23]=[CH:22][CH:21]=[CH:26][CH:25]=1)[NH2:43]

Participants

6

Reactant 4

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81531DiisopropylethylamineHCID 2733280Fmoc-Phe-OPfpHCID 68605990HCID 68605990, compound

Product 1

HCID 68922120HCID 68922120, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (2S,3S)-3-amino-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrobromide (9d) (91 mg) in 10 mL of THF was added Fmoc-Phe-Opfp (185 mg) followed by DIEA (58 μL). The reaction mixture was stirred for 30 min and treated with DBU (0.1 mL) and stirred for 10 min. The material thus produced was used in the next step without purification or characterization.

Workup

  1. stirringstirred for 10 min
  2. customThe material thus produced
  3. customwas used in the next step without purification or characterization

Sources & evidence

ORD record
ord-4052c71613114b318b8dee43780bbc64
Source dataset
uspto-grants-2007_11
Patent number
US07294622B2

Reaction notes

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