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

Base Information

• Chemical Name: N-[2-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5,8-dihydro-naphthalen-1-yl]-4-methyl-benzenesulfonamide
• CAS No.: 925463-48-5
• Molecular Formula: C₅₈H₆₃NO₆SSi₂
• Molecular Weight: 958.378
• Mol file: 925463-48-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about N-[2-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5,8-dihydro-naphthalen-1-yl]-4-methyl-benzenesulfonamide 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:

N-[2-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-4a,5,8,8a-tetrahydro-4H-naphthalen-1-ylidene]-4-methyl-benzenesulfonamide → N-[2-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5,8-dihydro-naphthalen-1-yl]-4-methyl-benzenesulfonamide (925463-48-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 0.5h;

DOI:10.1021/jo062064j

Reference yield:

4-amino-3-benzyloxy-phenol (925463-43-0) → N-[2-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5,8-dihydro-naphthalen-1-yl]-4-methyl-benzenesulfonamide (925463-48-5)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1021/jo062064j

Reference yield:

3-(benzyloxy)-4-nitrophenol (221615-94-7) → N-[2-benzyloxy-5,8-bis-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5,8-dihydro-naphthalen-1-yl]-4-methyl-benzenesulfonamide (925463-48-5)

Guidance literature:

Multi-step reaction with 5 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

With pyridine; sodium tetrahydroborate; sodium periodate; 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:

4-amino-3-benzyloxy-phenol

3-(benzyloxy)-4-nitrophenol

N-(2-benzyloxy-4-hydroxy-phenyl)-4-methyl-benzenesulfonamide

C₃₈H₄₆O₂Si₂

Downstream raw materials:

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