Dichloromethane → HCID 86752375, compound

HRID 1598456Notes

Reaction equation

HRID 1598456 reaction equation
C(OC([NH:8][C@@H:9]([CH2:31][S:32]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](=[O:26])[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=2[CH3:25])[C@@H:13]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:12]1)=O)(C)(C)C.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.[Cl:66]CCl>>[ClH:66].[ClH:66].[NH2:8][C@@H:9]([CH2:31][SH:32])[CH2:10][N:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:26])[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=2[CH3:25])[C@@H:13]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:12]1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 22884161HCID 22884161, compound

Product 1

HCID 86752375HCID 86752375, compound

Procedure

The title compound was prepared according to the procedure described in Example 1, Step E except using 4-[2(R)-tert-butoxycarbonylamino-3-triphenylmethylthiopropyl]-2-(S)n-butyl-1-(2,3-dimethylbenzoyl)piperazine (1.28 g, 1.81 mmol), triethylsilane (1.16 mL, 7.24 mmol), and trifluoroacetic acid (8 mL) in dichloromethane (16 mL). The crude product was purified by preparative HPLC (gradient: 100% Solvent A to 50% Solvent A/50% Solvent B). After ion exchange and lyophilization, the title compound was obtained as a white powder (0.127 g).

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified by preparative HPLC (gradient: 100% Solvent A to 50% Solvent A/50% Solvent B)

Sources & evidence

ORD record
ord-dbc172a6256c448b950132ee3fcd4866
Source dataset
uspto-grants-1998_04
Patent number
US05736539

Reaction notes

Loading…