Dichloromethane → HCID 22884074, compound

HRID 1598458Notes

Reaction equation

HRID 1598458 reaction equation
C(OC([NH:8][C@@H:9]([CH2:33][S:34]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:10][N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=[CH:21][CH:20]=2)=[O:18])[CH2:13][C@@H:12]1[CH2:29][CH2:30][O:31][CH3:32])=O)(C)(C)C.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.[Cl:68]CCl>>[ClH:68].[ClH:68].[NH2:8][C@@H:9]([CH2:33][SH:34])[CH2:10][N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=[CH:21][CH:20]=2)=[O:18])[CH2:13][C@@H:12]1[CH2:29][CH2:30][O:31][CH3:32]

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 22884111HCID 22884111, compound

Product 1

HCID 22884074HCID 22884074, compound

Procedure

The title compound was prepared from the product of Step C (0.438 g, 0.600 mmol), triethylsilane (0.383 mL, 2.4 mmol), trifluoroacetic acid (10 mL) in dichloromethane (20 mL) according to the procedure described in Example 1, Step E. The crude product was purified by preparative HPLC (gradient: 85% Solvent A/15% Solvent B to 65% Solvent A/35% Solvent B). After ion exchange and lyophilization, the title compound was obtained as a white powder (0.214 g).

Workup

  1. customThe crude product was purified by preparative HPLC (gradient: 85% Solvent A/15% Solvent B to 65% Solvent A/35% Solvent B)

Sources & evidence

ORD record
ord-59363fd23aa54279acb1c12b7dca1728
Source dataset
uspto-grants-1998_04
Patent number
US05736539

Reaction notes

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