Tributylphosphine → HCID 18625965, compound

HRID 1860083Notes

Reaction equation

HRID 1860083 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]([OH:24])[C:20]([O:22][CH3:23])=[O:21])=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:25][S:26]([C:29]1[CH:34]=[CH:33][C:32](O)=[CH:31][CH:30]=1)(=[O:28])=[O:27].C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:18][CH:19]([O:24][C:32]2[CH:33]=[CH:34][C:29]([S:26]([CH3:25])(=[O:28])=[O:27])=[CH:30][CH:31]=2)[C:20]([O:22][CH3:23])=[O:21])=[CH:16][CH:17]=1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 1233504-(Methylsulfonyl)phenolHCID 18625783HCID 18625783, compound

Product 1

HCID 18625965HCID 18625965, compoundYield 58.5%

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 (518 mg), which is obtained in a similar manner to that described in Reference example 39(a), 4-methanesulfonylphenol (394 mg), tributylphosphine (0.57 ml) instead of triphenylphosphine and 1,1′-(azodicarbonyl)dipiperidine (578 mg) instead of diethylazodicarboxylate and the reaction mixture was treated to afford the desired compound (441 mg) as a mass of foam.

Workup

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

Sources & evidence

ORD record
ord-c4a72f6d2a8f411389427bfc03afd5be
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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