methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate

Base Information

Chemical Name:methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate
CAS No.:857081-73-3
Molecular Formula:C₃₁H₃₄BrNO₇S
Molecular Weight:644.583
Hs Code.:

Synonyms:methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate

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Chemical Property of methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate

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Technology Process of methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate

There total 8 articles about methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate 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: 21.0%

: 857081-72-2
5-bromo-2-chloromethyl-4-isopropoxy-3-methylbenzofuran

: 854372-30-8
methyl N-[(4'-hydroxy-1,1'-biphenyl-4-yl)sulfonyl]-D-valinate

: 857081-73-3
methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/j.bmc.2005.07.076

Reference yield:

: 544709-92-4
methyl N-[(4-bromophenyl)sulfonyl]-D-valinate

: 857081-73-3
methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / K₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 8 h / 90 °C

2: 21 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1016/j.bmc.2005.07.076

Reference yield:

: 3781-69-9
4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester

: 857081-73-3
methyl N-({4'-[(5-bromo-4-isopropoxy-3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / N-bromosuccinimide / CCl₄ / 3 h / 0 °C

2: 100 percent / K₂CO₃ / PdCl₂(PPh₃)2 / dimethylformamide / 12 h / 20 °C

3: 87 percent / NaOH / tetrahydrofuran; methanol / 1 h

4: 81 percent / BH₃*THF / tetrahydrofuran / 12 h / 20 °C

5: thionyl chloride / CH₂Cl₂ / 2 h

6: 21 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

With sodium hydroxide; N-Bromosuccinimide; thionyl chloride; borane-THF; potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.07.076