trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester

Base Information

• Chemical Name: trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester
• CAS No.: 925463-50-9
• Molecular Formula: C₅₉H₆₂F₃NO₈S₂Si₂
• Molecular Weight: 1090.44
• Mol file: 925463-50-9.mol

Synonyms:trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester

Chemical Property of trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester

There total 12 articles about trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester 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: 99.0%

N-[2-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5,8-dihydro-naphthalen-1-yl]-4-methyl-benzenesulfonamide (925463-48-5) + N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) → trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester (925463-50-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

DOI:10.1021/jo062064j

Reference yield:

4-amino-3-benzyloxy-phenol (925463-43-0) → trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester (925463-50-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 96 percent / sodium periodate on silica gel / CH₂Cl₂ / 4 h

3: CH₂Cl₂ / 20 h / 9308660 Torr

4: 0.104 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h

5: 99 percent / sodium hydride / tetrahydrofuran / 5 h / 0 - 20 °C

With pyridine; sodium periodate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; 3: Diels-Alder reaction;

DOI:10.1021/jo062064j

Reference yield:

3-(benzyloxy)-4-nitrophenol (221615-94-7) → trifluoro-methanesulfonic acid 3-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-(toluene-4-sulfonylamino)-5,8-dihydro-naphthalen-1-yl ester (925463-50-9)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium borohydride; nickel(II) chloride hexahydrate / tetrahydrofuran; methanol

2: 84 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

3: 96 percent / sodium periodate on silica gel / CH₂Cl₂ / 4 h

4: CH₂Cl₂ / 20 h / 9308660 Torr

5: 0.104 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h

6: 99 percent / sodium hydride / tetrahydrofuran / 5 h / 0 - 20 °C

With pyridine; sodium tetrahydroborate; sodium periodate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; nickel dichloride; In tetrahydrofuran; methanol; dichloromethane; 4: Diels-Alder reaction;

DOI:10.1021/jo062064j

upstream raw materials:

N-[2-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5,8-dihydro-naphthalen-1-yl]-4-methyl-benzenesulfonamide

N,N-phenylbistrifluoromethane-sulfonimide

4-amino-3-benzyloxy-phenol

3-(benzyloxy)-4-nitrophenol