(+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce

Base Information

Chemical Name:(+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce
CAS No.:1393671-32-3
Molecular Formula:C₂₁H₃₁IO₃Si
Molecular Weight:486.465
Hs Code.:

Synonyms:(+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce

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Chemical Property of (+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce

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Technology Process of (+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce

There total 2 articles about (+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce 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: 61.0%

: 13154-24-0
triisopropylsilyl chloride

: 1393671-30-1
(+)-methyl 3-iodo-4-{[(1R)-1-methylprop-2-yn-1-yl]oxy}benzoate

: 1393671-32-3
(+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce

Guidance literature:: (+)-methyl 3-iodo-4-{[(1R)-1-methylprop-2-yn-1-yl]oxy}benzoate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

triisopropylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/anie.201108307

Reference yield:

: 15126-06-4
methyl 3-iodo-4-hydroxybenzoate

: 1393671-32-3
(+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce

Guidance literature:: Multi-step reaction with 2 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / benzene / 12.25 h / 0 - 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; hexane; benzene; 1.1: Mitsunobu reaction;
DOI:10.1002/anie.201108307

Reference yield: 95.0%

: 1393670-96-6
(+)-[(3R)-3-(2-ethynylphenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

: 1393671-32-3
(+)-methyl 3-iodo-4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)benzoatce

: 1393671-34-5
(-)-methyl 4-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)-3-{[2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}-benzoate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1002/anie.201108307