4-Methylbenzenethiol → HCID 131723787, compound

HRID 1860082Notes

Reaction equation

HRID 1860082 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH:19](O)[C:20]([O:22][CH3:23])=[O:21])=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:25][C:26]1[CH:31]=[CH:30][C:29]([SH:32])=[CH:28][CH:27]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>C1(C)C=CC=CC=1>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([S:32][C:29]2[CH:30]=[CH:31][C:26]([CH3:25])=[CH:27][CH:28]=2)[C:20]([O:22][CH3:23])=[O:21])=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 78114-MethylbenzenethiolHCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 18625783HCID 18625783, compound

Product 1

HCID 131723787HCID 131723787, compoundYield 51.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a similar manner to that described in Example 122, a reaction was carried out using methyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-hydroxypropionate (389 mg), which is obtained in a similar manner to that described in Reference example 39(a), 4-methylthiophenol (241 mg), triphenylphosphine (463 mg) and solution of diethylazodicarboxylate in toluene (40%, 0.31 ml) and the reaction mixture was treated to afford the desired compound (265 mg) as a colorless oil which contained some impurities.

Workup

  1. customwhich is obtained in a similar manner to that
  2. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-51d1ca87942449e3a4f99d96d7c7502d
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

Loading…