(1S,4R)-1-<(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one

Base Information

• Chemical Name: (1S,4R)-1-<(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one
• CAS No.: 130010-26-3
• Molecular Formula: C₃₂H₃₉NO₆
• Molecular Weight: 533.665
• Mol file: 130010-26-3.mol

Synonyms:

Chemical Property of (1S,4R)-1-<(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4R)-1-<(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one

There total 4 articles about (1S,4R)-1-<(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one 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: 2.9%

<1'-(2,4,6-trimethylstyryl)oxy> trimethylsilane (59790-47-5) + 6,7-Dimethoxy-2-<(1S,4R)-4,7,7-trimethyl-3-oxo-2-oxa-1-bicyclo<2.2.1>-heptylcarbonyl>-3,4-dihydroisoquinolinium-tetrafluoroborate → (1S,4R)-1-<(1R)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one (129958-83-4) + (1S,4R)-1-<(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one (130010-26-3)

Guidance literature:

In dichloromethane; at -78 ℃; for 2h;

DOI:10.1002/ardp.19903230605

Reference yield:

(1S)-(-)-camphanic chloride (39637-74-6) → (1S,4R)-1-<(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one (130010-26-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 90.4 percent / N(C₂H₅)3 / CH₂Cl₂ / 1) 0 deg C, 15 min, 2) RT, 4 h

2: triphenylcarbenium tetrafluoroborate / CH₂Cl₂ / 16 h / Ambient temperature

3: 2.9 percent / CH₂Cl₂ / 2 h / -78 °C

With trityl tetrafluoroborate; triethylamine; In dichloromethane;

DOI:10.1002/ardp.19903230605

Reference yield:

(1S,4R)-1-(6,7-Dimethoxy-1,2,3,4-tetrahydro-2-isoquinolylcarbonyl)-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>-heptan-3-one (123279-28-7) → (1S,4R)-1-<(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-<2-(2,4,6-trimethylphenyl)-2-oxo-1-ethyl>-2-isoquinolylcarbonyl>-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>heptan-3-one (130010-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylcarbenium tetrafluoroborate / CH₂Cl₂ / 16 h / Ambient temperature

2: 2.9 percent / CH₂Cl₂ / 2 h / -78 °C

With trityl tetrafluoroborate; In dichloromethane;

DOI:10.1002/ardp.19903230605

upstream raw materials:

<1'-(2,4,6-trimethylstyryl)oxy> trimethylsilane

(1S)-(-)-camphanic chloride

(1S,4R)-1-(6,7-Dimethoxy-1,2,3,4-tetrahydro-2-isoquinolylcarbonyl)-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>-heptan-3-one

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride