Dichloromethane → HCID 22884087, compound

HRID 1598472Notes

Reaction equation

HRID 1598472 reaction equation
C(OC([NH:8][C@@H:9]([CH2:27][S:28]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]2[C:26]3[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=3[CH:20]=[CH:19][CH:18]=2)[CH2:13][CH2:12]1)=O)(C)(C)C.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.[Cl:62]CCl>>[ClH:62].[ClH:62].[ClH:62].[NH2:8][C@@H:9]([CH2:27][SH:28])[CH2:10][N:11]1[CH2:12][CH2:13][N:14]([C:17]2[C:26]3[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=3[CH:20]=[CH:19][CH:18]=2)[CH2:15][CH2:16]1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 22884116HCID 22884116, compound

Product 1

HCID 22884087HCID 22884087, compound

Procedure

The title compound was prepared according to the procedure described in Example 1, Step E, except using 1-(2(R)- tert-butoxycarbonylamino-3-triphenylmethylthiopropyl)-4-(5,6,7,8-tetrahydronaphth-1-yl)piperazine obtained in Step B above, triethylsilane (0.71 mL, 4.48 mmol), trifluoroacetic acid (6 mL) and dichloromethane (12 mL). Purification by preparative HPLC using gradient elution (100% Solvent A to 40% Solvent A/60% Solvent B over 60 min), ion exchange and lyophilization afforded the title compound as a white powder (89 mg).

Workup

  1. customThe title compound was prepared
  2. customPurification by preparative HPLC
  3. washelution (100% Solvent A to 40% Solvent A/60% Solvent B over 60 min), ion exchange and lyophilization

Sources & evidence

ORD record
ord-3062b4f89c9041a7bf8241d633d3b6f2
Source dataset
uspto-grants-1998_04
Patent number
US05736539

Reaction notes

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