Methanol → HCID 178491768, compound

HRID 1271530Notes

Reaction equation

HRID 1271530 reaction equation
[NH:1]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[C@H:2]([C:24]([OH:26])=O)[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:23])[NH:8][S:9]([C:12]1[C:21]([CH3:22])=[C:19]([CH3:20])[C:16]([O:17][CH3:18])=[CH:15][C:13]=1[CH3:14])(=[O:11])=[O:10].C(N(CC)CC)C.O=S(Cl)Cl.CO>C(Cl)Cl>[C:30]([O:29][C:27](=[O:28])[NH:1][CH:2]1[CH2:3][CH2:4][CH2:5][N:6]([C:7](=[NH:23])[NH:8][S:9]([C:12]2[C:13]([CH3:14])=[CH:15][C:16]([O:17][CH3:18])=[C:19]([CH3:20])[C:21]=2[CH3:22])(=[O:11])=[O:10])[C:24]1=[O:26])([CH3:33])([CH3:32])[CH3:31]

Participants

6

Reactant 4

HCID 887MethanolHCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 178491780HCID 178491780, compound

Product 1

HCID 178491768HCID 178491768, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Boc-Arg(Mtr)-OH (0.973 g, 2 mmol) and triethylamine (2.02 g, 20 mmol) in CH2Cl2 was added SOCl2 (2.38 g, 20 mmol) at 0° C. The resulting dark brown slurry was stirred at room temperature for 2 hours. The reaction mixture was sampled into methanol and analyzed by HPLC and MS analysis. The major product was identified as the title compound.

Sources & evidence

ORD record
ord-2ba361f2643b4484978178c1e9d08d3e
Source dataset
uspto-grants-2007_04
Patent number
US07205384B2

Reaction notes

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