(E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid

Base Information

Chemical Name:(E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid
CAS No.:104715-45-9
Molecular Formula:C₂₃H₂₃NO₉
Molecular Weight:457.437
Hs Code.:

Synonyms:(E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid

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Chemical Property of (E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid

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Technology Process of (E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid

There total 11 articles about (E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 104715-44-8
(E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid methyl ester

: 104715-45-9
(E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid

Guidance literature:: With lithium hydroxide; water; In tetrahydrofuran; at 25 ℃; for 3.5h;
DOI:10.1021/jo00251a003

Reference yield:

: 104715-42-6
(E)-4-Isocyanato-but-2-enoic acid methyl ester

: 104715-45-9
(E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 47 percent / Ph₃SnOAc / CH₂Cl₂ / 0 - 25 °C

2: 82 percent / 0.2 M aq. LiOH / tetrahydrofuran / 4 h / 25 °C

With lithium hydroxide; triphenyltin acetate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00374a056

Reference yield:

: 107377-38-8,115118-10-0,130322-35-9
trans-2-(3,4,5-trimethoxyphenyl)benzocyclobutyl acetate

: 104715-45-9
(E)-4-[(1R,2S)-2-(3,4,5-Trimethoxy-phenyl)-1,2-dihydro-4,6-dioxa-cyclobuta[f]inden-1-yloxycarbonylamino]-but-2-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: acetyl chloride, methanol / CH₂Cl₂ / 4 h / -10 °C

2: triphenyltin acetate / CCl₄; CH₂Cl₂ / 0 °C

3: 86 percent / H₂O, LiOH / tetrahydrofuran / 3.5 h / 25 °C

With methanol; lithium hydroxide; triphenyl-tin acetate; water; acetyl chloride; In tetrahydrofuran; tetrachloromethane; dichloromethane;
DOI:10.1021/jo00251a003