6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate

Base Information

• Chemical Name: 6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate
• CAS No.: 112089-54-0
• Molecular Formula: C₁₉H₂₁NO₅S
• Molecular Weight: 375.445
• Mol file: 112089-54-0.mol

Synonyms:6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate

Chemical Property of 6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate

There total 15 articles about 6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate 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-[4-(benzyloxy)-2-nitrophenyl]propane-1,3-diol (106014-83-9) → 6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate (112089-54-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / hydrogen / 84.5percent PtO₂ / ethanol / 2.75 h / 2327.2 Torr

2: 111 g / pyridine / 1.42 h / 5 °C

3: 1.) sodium acetate, 2.) triethylamine / 1.) ethanol, reflux, 20 h, 2.) methylene chloride

With pyridine; hydrogen; sodium acetate; triethylamine; platinum(IV) oxide; In ethanol;

DOI:10.1021/jm00398a017

Reference yield:

4-benzyloxy-2-nitro-chlorobenzene (79035-13-5) → 6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate (112089-54-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 77 percent / NaH / dimethylsulfoxide / 24 h / 105 - 115 °C

2: 40 percent / diisobutylaluminum hydride / tetrahydrofuran / 2.3 h / Ambient temperature

3: 69 percent / hydrogen / 84.5percent PtO₂ / ethanol / 2.75 h / 2327.2 Torr

4: 111 g / pyridine / 1.42 h / 5 °C

5: 1.) sodium acetate, 2.) triethylamine / 1.) ethanol, reflux, 20 h, 2.) methylene chloride

With pyridine; hydrogen; sodium acetate; sodium hydride; diisobutylaluminium hydride; triethylamine; platinum(IV) oxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide;

DOI:10.1021/jm00398a017

Reference yield:

3-nitro-4-chlorophenol (610-78-6) → 6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-1H-indole-3-methanol acetate (112089-54-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / K₂CO₃ / acetone; dimethylformamide / 64 h / Ambient temperature

2: 77 percent / NaH / dimethylsulfoxide / 24 h / 105 - 115 °C

3: 40 percent / diisobutylaluminum hydride / tetrahydrofuran / 2.3 h / Ambient temperature

4: 69 percent / hydrogen / 84.5percent PtO₂ / ethanol / 2.75 h / 2327.2 Torr

5: 111 g / pyridine / 1.42 h / 5 °C

6: 1.) sodium acetate, 2.) triethylamine / 1.) ethanol, reflux, 20 h, 2.) methylene chloride

With pyridine; hydrogen; sodium acetate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; platinum(IV) oxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00398a017

upstream raw materials:

sodium acetate

6-(benzyloxy)-1-(methylsulfonyl)-3-<<(methylsulfonyl)oxy>methyl>indoline

acetic anhydride

benzyl bromide

Downstream raw materials:

6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-5-nitro-1H-indole-3-methanol acetate

3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methanesulfonyl-2,3-dihydro-1H-indol-6-ol

6-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methanesulfonyl-2,3-dihydro-1H-indole

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methanesulfonyl-2,3-dihydro-1H-indol-6-yloxy]-tetrahydro-pyran-3-yl ester