Phenyl isocyanate → HCID 15107596, compound

HRID 1609486Notes

Reaction equation

HRID 1609486 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:10][C@@H:11]([CH2:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1)[C@@H:12]([OH:25])[CH2:13][C:14]1([CH3:24])[S:19](=[O:21])(=[O:20])[CH2:18][CH2:17][CH2:16][S:15]1(=[O:23])=[O:22].C(N(CC)CC)C>ClCCl>[CH:27]1([CH2:26][C@H:11]([NH:10][C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])[C@@H:12]([OH:25])[CH2:13][C:14]2([CH3:24])[S:19](=[O:20])(=[O:21])[CH2:18][CH2:17][CH2:16][S:15]2(=[O:22])=[O:23])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 8471TriethylamineHCID 15107595HCID 15107595, compound

Product 1

HCID 15107596HCID 15107596, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1.19 g of phenyl isocyanate, 3.67 g of 2-[(2S,3S)-3-amino-4-cyclohexyl-2-hydroxybutyl ]-2-methyl- 1,3-dithiane 1,1,3,3-tetroxide, 1.01 g of triethylamine and 60 ml of dichloromethane is stirred at 20° for 5 h. The usual working up gives 2-[(2S,3S)-4-cyclohexyl-2-hydroxy-3-(N'-phenylureido)-butyl]-2-methyl-1,3-dithiane 1,1,3,3-tetroxide, m.p 238°-240°, FAB 487.

Sources & evidence

ORD record
ord-c0b1b5058a174c38a80ec26b3dee81be
Source dataset
uspto-grants-1995_03
Patent number
US05401722

Reaction notes

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