N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide

Base Information

• Chemical Name: N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide
• CAS No.: 143378-38-5
• Molecular Formula: C₃₃H₃₇NO₄Si
• Molecular Weight: 539.747
• Mol file: 143378-38-5.mol

Synonyms:N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide

Chemical Property of N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide

There total 1 articles about N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide 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:

formamide (77287-34-4,77287-35-5,60100-09-6) + 2-(tert-Butyl-diphenyl-silanyloxy)-2-(3,4-dimethoxy-phenyl)-1-phenyl-ethylamine; hydrochloride (143377-85-9) → N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide (143378-38-5)

Guidance literature:

at 150 ℃; for 0.333333h;

DOI:10.1016/S0040-4020(01)80450-6

Reference yield: 75.0%

N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide (143378-38-5) → 6,7-dimethoxy-3-phenylisoquinoline (24285-10-7)

Guidance literature:

With phosphorus pentoxide; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80450-6

Reference yield:

N-<2-(3,4-dimethoxyphenyl)-1-phenyl-2-(tert-butyldiphenylsilyloxy)ethyl>formamide (143378-38-5) → (3R*,4S*)-3-phenyl-4-hydroxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (143378-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₅ / CH₂Cl₂ / 3 h / Ambient temperature; cyclization reaction: other reagents, other solvents, or with other substituted amides

2: 65 percent / LAH / tetrahydrofuran / 96 h

With lithium aluminium tetrahydride; phosphorus pentachloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)80450-6

upstream raw materials:

formamide

2-(tert-Butyl-diphenyl-silanyloxy)-2-(3,4-dimethoxy-phenyl)-1-phenyl-ethylamine; hydrochloride

Downstream raw materials:

6,7-dimethoxy-3-phenylisoquinoline

(3S*,4R*)-6,7-dimethoxy-3-phenyl-4-(tert-butyldiphenylsilyloxy)-3,4-dihydroisoquinoline

(3R*,4S*)-3-phenyl-4-hydroxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

(3S*,4R*)-6,7-dimethoxy-3-phenyl-4-(tert-butyldiphenylsilyloxy)tetrahydroisoquinoline