(4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester

Base Information

Chemical Name:(4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester
CAS No.:104759-83-3
Molecular Formula:C₂₄H₂₅NO₉
Molecular Weight:471.464
Hs Code.:

(4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester

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Chemical Property of (4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester

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Technology Process of (4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester

There total 13 articles about (4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester 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: 62.0%

: 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

: 104759-83-3
(4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester

: 104715-47-1
(4aS,5S,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester

Guidance literature:: In nitromethane; for 1.5h; Product distribution; Heating; other benzocyclobutene esters; var. solvents and temp.;
DOI:10.1021/jo00251a003

Reference yield:

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

: 104759-83-3
(4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 1.) nitromethane, 80-90 deg C, 5 h

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

Reference yield:

: 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

: 104759-83-3
(4aR,5R,6S,11bS)-2-Oxo-6-(3,4,5-trimethoxy-phenyl)-3,4,4a,5,6,11b-hexahydro-2H-1,8,10-trioxa-3-aza-cyclopenta[b]phenanthrene-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / 0.2 M aq. LiOH / tetrahydrofuran / 4 h / 25 °C

2: 1.) nitromethane, 80-90 deg C, 5 h

With lithium hydroxide; In tetrahydrofuran;
DOI:10.1021/jo00374a056