1-Propanol → HCID 43309296, compound

HRID 964631Notes

Reaction equation

HRID 964631 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]=[C:11]=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[CH2:13]([OH:16])[CH2:14][CH3:15].CCN(CC)CC.[O-]S(S([O-])=O)=O.[Na+].[Na+]>C1COCC1.O>[NH2:1][C:4]1[CH:5]=[C:6]([NH:10][C:11](=[O:12])[O:16][CH2:13][CH2:14][CH3:15])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 10311-PropanolHCID 8471TriethylamineHCID 24489Sodium DithioniteHCID 768353-Nitrophenyl isocyanate

Product 1

HCID 43309296HCID 43309296, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Following the procedure described in part E of Example 1 (R), (S)-α-[[2-[((1,1-dimethylethyl)dimethylsilyl)oxy]-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-4-methoxybenzeneacetic acid was condensed with 3-aminophenylcarbamic acid, propyl ester to generate the title compound. The 3-aminophenylcarbamic acid, propyl ester was prepared by sequentially treating commercial 3-nitrophenyl isocyanate with PrOH containing Et3N at 80° C. for 12 hours followed by reduction with Na2S2O4 in THF/H2O at 100° C.

Sources & evidence

ORD record
ord-e483c0f3ae05424bbbea4a87ed64665c
Source dataset
uspto-grants-1998_06
Patent number
US05770615

Reaction notes

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