(1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid

Base Information

Chemical Name:(1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid
CAS No.:223751-40-4
Molecular Formula:C₁₇H₂₃BrO₄
Molecular Weight:371.271
Hs Code.:

Synonyms:(1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid

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Chemical Property of (1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid

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Technology Process of (1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid

There total 21 articles about (1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid 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: 97.0%

: 304859-87-8
(1'S)-2-Bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzaldehyde

: 223751-40-4
(1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid

Guidance literature:: With sodium chlorite; aminosulfonic acid; sodium acetate; In 1,4-dioxane; water; acetic acid; at 0 - 20 ℃;
DOI:10.1021/ja001455r

Reference yield: 84.0%

: 223751-48-2
(1'S)-1-bromo-2,3-dimethoxy-6-methyl-4-(1',2',2'-trimethylcyclopentyl)benzene

: 223751-40-4
(1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid

Guidance literature:: With oxygen; cobalt(II) acetate; In acetic acid; butanone; at 110 ℃; for 4h; under 4137.18 Torr;
DOI:10.1021/ja984182x

Reference yield:

: 37987-21-6
4-hydroxy-3-iodo-5-methoxybenzyl alcohol

: 223751-40-4
(1'S)-2-bromo-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzoic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: (CBrCl₂)2; PPh₃ / CH₂Cl₂ / 0 - 20 °C

2.1: 3.60 g / LiAlH₄ / CH₂Cl₂; diethyl ether / 2.5 h / 20 °C

3.1: 79 percent / dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 24.5 h / 20 °C

4.1: PPh₃; NaOAc / Pd(OAc)2 / dimethylformamide / 120 °C

4.2: 72 percent / H₂ / Pd/C / ethanol / 12 h / atmospheric pressure

5.1: BH₃*THF; (5S)-2-B-methyl-4,4-diphenyl-1,5-trimethylene[3.2.1]oxaza...

6.1: 97 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

7.1: 98 percent / K₂CO₃ / acetone / 48 h

8.1: (COCl)2; DMSO / CH₂Cl₂ / 0.33 h / -60 °C

8.2: 98 percent / Et₃N / CH₂Cl₂ / 2 h / -60 - 20 °C

9.1: NH₂NH₂*H₂O / bis-(2-hydroxy-ethyl) ether / 4 h / 160 °C

9.2: 91 percent / NaOH / bis-(2-hydroxy-ethyl) ether / 6 h / 180 °C

10.1: 99 percent / Br₂ / CH₂Cl₂ / 3 h

11.1: 84 percent / O₂; Co(OAc)2*4H₂O; 2-butanone / acetic acid / 8 h / 130 °C

With dmap; lithium aluminium tetrahydride; borane-THF; oxalyl dichloride; 1,2-dibromo-1,1,2,2-tetrachloroethane; (5S)-2-B-methyl-4,4-diphenyl-1,5-trimethylene[3.2.1]oxaza..; bromine; oxygen; sodium acetate; cobalt(II) acetate; potassium carbonate; hydrazine hydrate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; triphenylphosphine; butanone; palladium diacetate; In diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; diethylene glycol; 4.1: Heck reaction / 5.1: Corey-Bakshi-Shibata reduction / 8.1: Swern oxidation / 8.2: Swern oxidation / 9.1: Wolff-Kishner reduction / 9.2: Wolff-Kishner reduction;
DOI:10.1021/ja001455r