1,4-Dioxane → HCID 10173123, compound

HRID 898665Notes

Reaction equation

HRID 898665 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([O:16][C:17]([C:19]2[CH:20]=[C:21]3[C:26](=[C:27]([C:29]#[CH:30])[CH:28]=2)[O:25][C:24]([CH3:32])([CH3:31])[CH2:23][C:22]3([CH3:34])[CH3:33])=[O:18])[CH:5]=[CH:6][C:7]=1[CH2:8][C:9]([O:11]C(C)(C)C)=[O:10].O1CCOCC1>C(O)=O>[C:9]([CH2:8][C:7]1[CH:6]=[CH:5][C:4]([O:16][C:17]([C:19]2[CH:20]=[C:21]3[C:26](=[C:27]([C:29]#[CH:30])[CH:28]=2)[O:25][C:24]([CH3:31])([CH3:32])[CH2:23][C:22]3([CH3:34])[CH3:33])=[O:18])=[CH:3][C:2]=1[F:1])([OH:11])=[O:10]

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 12137004HCID 12137004, compound2×

Product 1

HCID 10173123HCID 10173123, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Following General Procedure E and using 8-ethynyl-2,2,4,4-tetramethyl chroman-6-carboxylic acid-3-fluoro-4-tert-butoxycarbonylmethyl-phenyl ester (Compound 28, 0.085 g, 0.21 mmol), 1,4-dioxane (2 mL) and formic acid (8 mL) followed by recrystallization from 10-20% ethyl acetate in hexane, the title compound was obtained (0.055 g, 75%).

Workup

  1. customfollowed by recrystallization from 10-20% ethyl acetate in hexane

Sources & evidence

ORD record
ord-9b0db07549b54f9188c3b6b349d1f0ec
Source dataset
uspto-grants-2008_04
Patent number
US07351737B2

Reaction notes

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