Dichloromethane → HCID 22884168, compound

HRID 1598487Notes

Reaction equation

C(OC([NH:8][C@@H:9]([CH2:32][S:33]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:10][N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][CH:19]=2)[CH2:13][CH:12]1[C:28]([O:30][CH3:31])=[O:29])=O)(C)(C)C.C([SiH](CC)CC)C.[Cl:60]CCl>>[ClH:60].[NH2:8][C@@H:9]([CH2:32][SH:33])[CH2:10][N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][CH:19]=2)[CH2:13][CH:12]1[C:28]([O:30][CH3:31])=[O:29]

Participants

Reactant 3

HCID 6344Dichloromethane

HCID 12052Triethylsilane

HCID 22884170HCID 22884170, compound

Product 1

HCID 22884168HCID 22884168, compound

Procedure

The title compound was obtained according to the procedure described in Example 1, Step E except using methyl 1-(2(R)-tert-butoxycarbonylamino-3-triphenylmethylthiopropyl)-4-(1-naphthylmethyl)-piperazine-2-carboxylate (0.274 g, 0.383 mmol), triethylsilane (0.24 mL, 1.53 mmol) trifluoroacetic acid (5 mL) in dichloromethane (10 mL). The crude product was purified by HPLC by gradient elution (100% Solvent A to 50% Solvent A/50Solvent B over 60 min. After ion exchange, the title compound was obtained as a white solid. FAB ms m/e 374 (m+1).

Workup

customThe crude product was purified by HPLC by gradient elution (100% Solvent A to 50% Solvent A/50Solvent B over 60 min

Sources & evidence

ORD record: ord-415d1ad9c3114e79b0921b135273d509
Source dataset: uspto-grants-1998_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05736539

Reaction notes

Loading…