ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate

Base Information

• Chemical Name: ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate
• CAS No.: 1202890-06-9
• Molecular Formula: C₂₆H₂₈ClNO₈
• Molecular Weight: 517.963
• Mol file: 1202890-06-9.mol

Synonyms:ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate

Chemical Property of ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate

There total 10 articles about ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate 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: 51.0%

ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chlorochroman-4-carboxylate (1202890-00-3) + cyclopropylboronic acid (411235-57-9) → ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate (1202890-06-9)

Guidance literature:

With potassium phosphate; tricyclohexylphosphine; palladium diacetate; In water; toluene; at 100 ℃; for 1.5h; Inert atmosphere;

Reference yield:

4-Chlororesorcinol (95-88-5) → ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate (1202890-06-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: trifluorormethanesulfonic acid / 4 - 10 °C

1.2: 10 - 55 °C

2.1: sodium hydroxide / water / 10 - 20 °C / Industry scale

2.2: 1 h / 5 - 20 °C

3.1: iodine / dichloromethane / 10 - 20 °C / Inert atmosphere; Industry scale

3.2: 20 °C / Industry scale

4.1: hydrogenchloride; tin(II) chloride dihdyrate; water / acetic acid / 18 h / 100 °C / Industry scale

4.2: 1 h / 20 °C / Industry scale

5.1: sodium hydroxide / water / Industry scale

5.2: pH 2 - 3 / Industry scale

5.3: 16 h / Reflux

6.1: bromine / acetic acid / 20 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 90 °C

8.1: potassium phosphate; tricyclohexylphosphine / palladium diacetate / water; toluene / 1.5 h / 100 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; tin(II) chloride dihdyrate; trifluorormethanesulfonic acid; water; bromine; iodine; potassium carbonate; sodium hydroxide; tricyclohexylphosphine; palladium diacetate; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;

Reference yield:

6-chloro-7-hydroxychroman-4-one (74277-66-0) → ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate (1202890-06-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: iodine / dichloromethane / 10 - 20 °C / Inert atmosphere; Industry scale

1.2: 20 °C / Industry scale

2.1: hydrogenchloride; tin(II) chloride dihdyrate; water / acetic acid / 18 h / 100 °C / Industry scale

2.2: 1 h / 20 °C / Industry scale

3.1: sodium hydroxide / water / Industry scale

3.2: pH 2 - 3 / Industry scale

3.3: 16 h / Reflux

4.1: bromine / acetic acid / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 90 °C

6.1: potassium phosphate; tricyclohexylphosphine / palladium diacetate / water; toluene / 1.5 h / 100 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; tin(II) chloride dihdyrate; water; bromine; iodine; potassium carbonate; sodium hydroxide; tricyclohexylphosphine; palladium diacetate; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;

upstream raw materials:

ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chlorochroman-4-carboxylate

cyclopropylboronic acid

tert-butyl 4-fluoro-3-nitrobenzoate

6-chloro-7-hydroxychroman-4-one

Refernces

• 1、 -. "6-SUBSTITUTED PHENOXYCHROMAN CARBOXYLIC ACID DERIVATIVES". Page/Page column 104. . Retrieved 2010/01/30.