(6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate

Base Information

• Chemical Name: (6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate
• CAS No.: 1301743-48-5
• Molecular Formula: C₁₆H₂₁NO₇
• Molecular Weight: 339.345
• Mol file: 1301743-48-5.mol

Synonyms:(6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate

Chemical Property of (6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate

There total 1 articles about (6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate 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: 95.0%

methyl 3-(2-((2S, 3R)-2-hydroxy-3-(4-methoxyphenyl)-4-nitrobutyl)-1,3-dioxolan-2-yl)propanoate (1301743-54-3) → (6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate (1301743-48-5)

Guidance literature:

With hydrogenchloride; In methanol; water; at 0 - 20 ℃;

DOI:10.1002/ejoc.201100125

Reference yield: 95.0%

(6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate (1301743-48-5) → (3R,4S)-4-hydroxy-6-(3-methoxy-3-oxopropyl)-3-(4-methoxyphenyl)-2,3,4,5-tetrahydropyridine-1-oxide (1301743-49-6)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; water; at 20 ℃; for 3h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201100125

Reference yield:

(6S,7R)-methyl 6-hydroxy-7-(4-methoxyphenyl)-8-nitro-4-oxooctanoate (1301743-48-5) → (6S,8aR)-6-(4-methoxyphenyl)hexahydroindolizin-7(1H)-one (1242597-75-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ammonium chloride; zinc / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

2.1: tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 1 h / 0 °C

3.1: indium; ammonium chloride / ethanol; water / 4 h / Reflux

3.2: 5 h / Reflux

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 25 h / 0 - 20 °C

5.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

With indium; lithium aluminium tetrahydride; sulfur trioxide pyridine complex; ammonium chloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; zinc; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; acetonitrile;

DOI:10.1002/ejoc.201100125

upstream raw materials:

methyl 3-(2-((2S, 3R)-2-hydroxy-3-(4-methoxyphenyl)-4-nitrobutyl)-1,3-dioxolan-2-yl)propanoate

Downstream raw materials:

(8aS)-6-(4-methoxyphenyl)-7-methyl-1,2,3,5,8,8a-hexahydroindolizine

(S)-1,2,3,5,8,8a-hexahydro-7-(3,4-dimethoxyphenyl)-6-(4-methoxyphenyl)indolizine

(6R,7S,8aS)-octahydro-6-(4-methoxyphenyl)indolizin-7-ol

(6R,8aS)-hexahydro-6-(4-methoxyphenyl)indolizine-3,7-dione