2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester

Base Information

• Chemical Name: 2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester
• CAS No.: 111170-45-7
• Molecular Formula: C₂₈H₃₁BrO₉S
• Molecular Weight: 623.519
• Mol file: 111170-45-7.mol

Synonyms:2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester

Chemical Property of 2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester

There total 4 articles about 2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl 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:

2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-propyl]-malonic acid dimethyl ester → 2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester (111170-45-7)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; Yield given; Irradiation;

DOI:10.1016/S0040-4039(00)95821-0

Reference yield:

2-(bromomethyl)-3-<(phenylsulfonyl)methyl>-1,4,5-trimethoxynaphthalene (114532-41-1) → 2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester (111170-45-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH; 2.) NaCl / 1.) DMF; 2.) H₂O, DMSO, 170 deg C, 4h

2: 78 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: 1.) MsCl, Et₃N; 2.) NaI; 3.) NaH / 1.) CH₂Cl₂, 0 deg C; 2.) acetone, reflux, 2h; 3.) DMF

4: NBS / CCl₄ / Irradiation

With N-Bromosuccinimide; lithium aluminium tetrahydride; sodium hydride; methanesulfonyl chloride; triethylamine; sodium iodide; sodium chloride; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/S0040-4039(00)95821-0

Reference yield:

3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-propan-1-ol → 2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester (111170-45-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) MsCl, Et₃N; 2.) NaI; 3.) NaH / 1.) CH₂Cl₂, 0 deg C; 2.) acetone, reflux, 2h; 3.) DMF

2: NBS / CCl₄ / Irradiation

With N-Bromosuccinimide; sodium hydride; methanesulfonyl chloride; triethylamine; sodium iodide; In tetrachloromethane;

DOI:10.1016/S0040-4039(00)95821-0

upstream raw materials:

2-(bromomethyl)-3-<(phenylsulfonyl)methyl>-1,4,5-trimethoxynaphthalene

Downstream raw materials:

(2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one