R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate

Base Information

Chemical Name:R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate
CAS No.:120027-27-2
Molecular Formula:C₂₂H₂₅BrN₂O₅S
Molecular Weight:509.421
Hs Code.:

Synonyms:R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate

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Chemical Property of R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate

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Technology Process of R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate

There total 9 articles about R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate 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: 73.7%

: 120004-32-2,120027-28-3,120057-28-5
3-Isobutyl-7-methoxymethyl-6-methyl-4-(3-nitro-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid methyl ester

: 120027-27-2
R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate

Guidance literature:: With N-Bromosuccinimide; In tetrachloromethane; for 0.5h; Heating;
DOI:10.1248/cpb.36.4389

Reference yield:

: 39140-54-0
tert-butyl 5-methyl-3-oxohexanoate

: 120027-27-2
R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: piperidine, acetic acid

2: S, (H₅C₂)2NH

3: 68.9 percent / 2-methyl-propan-2-ol / Heating

4: 94.3 percent / trifluoroacetic acid / 20 °C

5: 80.5 percent / 60percent NaOH/oil / tetrahydrofuran / 1 h / 3 - 8 °C

6: KOH / H₂O; methanol / 25 h / Heating

7: 97.6 percent / diethyl ether / Ambient temperature

8: 73.7 percent / N-bromosuccinic imide / CCl₄ / 0.5 h / Heating

With piperidine; potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; acetic acid; diethylamine; trifluoroacetic acid; oil; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water; tert-butyl alcohol;
DOI:10.1248/cpb.36.4389

Reference yield:

: 118431-03-1
methyl 2-E,Z-(3-nitro-phenylmethylen)-3-oxobutanoate

: 120027-27-2
R-(-)-methyl 2-bromo-4,7-dihydro-3-isobutyl-7-methoxymethyl-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 68.9 percent / 2-methyl-propan-2-ol / Heating

2: 94.3 percent / trifluoroacetic acid / 20 °C

3: 80.5 percent / 60percent NaOH/oil / tetrahydrofuran / 1 h / 3 - 8 °C

4: KOH / H₂O; methanol / 25 h / Heating

5: 97.6 percent / diethyl ether / Ambient temperature

6: 73.7 percent / N-bromosuccinic imide / CCl₄ / 0.5 h / Heating

With potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; trifluoroacetic acid; oil; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water; tert-butyl alcohol;
DOI:10.1248/cpb.36.4389