Triethyl phosphite → HCID 131727195, compound

HRID 272289Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([S:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][C:25]3([CH2:31]I)[CH2:29][O:28][C:27](=[O:30])[NH:26]3)=[C:18]([Cl:33])[CH:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[P:34](OCC)([O:38]CC)[O:35][CH2:36][CH3:37]>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([S:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][C:25]3([CH:31]=[P:34]([O:35][CH2:36][CH3:37])=[O:38])[CH2:29][O:28][C:27](=[O:30])[NH:26]3)=[C:18]([Cl:33])[CH:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 31215Triethyl phosphite

HCID 59837332HCID 59837332, compound

Product 1

HCID 131727195HCID 131727195, compound

Procedure

The compound of Example 188 (330 mg) was dissolved in triethyl phosphite (120 μL) and the solution was refluxed for 3 hours. Subsequently, the reaction mixture was purified on a silica gel column chromatography (hexane:ethyl acetate=1:1 to 1:5) to give the desired product as a pale yellow oil (320 mg).

Workup

temperaturethe solution was refluxed for 3 hours
customSubsequently, the reaction mixture was purified on a silica gel column chromatography (hexane:ethyl acetate=1:1 to 1:5)

Sources & evidence

ORD record: ord-38728264dbe04720a623aba3b24dec27
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07456157B2

Reaction notes

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