5'-Methoxylaudanosine

Base Information

• Chemical Name: 5'-Methoxylaudanosine
• CAS No.: 24734-71-2
• Molecular Formula: C22H29NO5
• Molecular Weight: 387.476
• Hs Code.: 2933499090
• Mol file: 24734-71-2.mol

Synonyms:Isoquinoline,1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-(3,4,5-trimethoxybenzyl)- (8CI);(?à)-5'-Methoxylaudanosine;

Chemical Property of 5'-Methoxylaudanosine

Chemical Property:

• Appearance/Colour: Brown Oil
• Boiling Point: 492.6 °C at 760 mmHg
• PKA: 7.73±0.40(Predicted)
• Flash Point: 136.2 °C
• PSA: 49.39000
• Density: 1.121 g/cm³
• LogP: 3.43920
• Solubility.: Chloroform, Dichloromethane, Diethyl Ether, Methanol

Purity/Quality:

99%, ^*data from raw suppliers

5''-Methoxylaudanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate for the synthesis of neuromuscular blocking agents Intermediate for the synthesis of neuromuscular blocking agents.

Technology Process of 5'-Methoxylaudanosine

There total 8 articles about 5'-Methoxylaudanosine 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: 97.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-(3',4',5'-trimethoxybenzyl)-3,4-dihydro-6,7-dimethoxyisoquinoline (61349-11-9) → N-methyl-6,7-dimethoxy-1-(3',4',5'-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (24734-71-2)

Guidance literature:

1-(3',4',5'-trimethoxybenzyl)-3,4-dihydro-6,7-dimethoxyisoquinoline; With sodium tetrahydroborate; In 1,4-dioxane; ethanol; at 100 ℃; for 3.5h;

formaldehyd; With sodium phosphonate pentahydrate; In 1,4-dioxane; ethanol; water; at 80 ℃; for 1.25h;

DOI:10.1016/j.tetasy.2012.11.012

Reference yield: 95.18%

1,3,5-Trioxan (110-88-3) + 6,7-dimethoxy-1-(3',4',5'-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (73554-57-1) → N-methyl-6,7-dimethoxy-1-(3',4',5'-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (24734-71-2)

Guidance literature:

With formic acid; Reflux; Inert atmosphere;

Reference yield: 81.0%

3,4,5-trimethoxybenzyl bromide (21852-50-6) + 6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile (51714-24-0) → N-methyl-6,7-dimethoxy-1-(3',4',5'-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (24734-71-2)

Guidance literature:

6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile; With potassium hexamethylsilazane; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

3,4,5-trimethoxybenzyl bromide; In tetrahydrofuran; at 0 - 20 ℃; for 5h; Inert atmosphere;

With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; ethanol; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00419

upstream raw materials:

2-(3,4-dimethoxyphenyl)-ethylamine

3,4,5-trimethoxyphenyl acetic acid

N-β-(3,4-dimethoxyphenethyl)-3',4',5'-trimethoxyphenylacetamide

formaldehyd

Downstream raw materials:

(R)-N-methyl-6,7-dimethoxy-1-(3',4',5'-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinolinium 2,3-dibenzoyl-L-tartarate

4-(3,4,5-trimethoxybenzyl)pyridine

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