(R)-3,3'-Dibromo-2,2'-bis(meth

Base Information

• Chemical Name: (R)-3,3'-Dibromo-2,2'-bis(meth
• CAS No.: 211734-49-5
• Molecular Formula: C₂₄H₂₀Br₂O₄
• Molecular Weight: 532.228
• Hs Code.: 2909309090
• Mol file: 211734-49-5.mol

Synonyms:

Chemical Property of (R)-3,3'-Dibromo-2,2'-bis(meth

Chemical Property:

• PSA: 36.92000
• LogP: 7.15040
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

(R)-3,3'-Dibromo-2,2'-bis(meth 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-3,3'-Dibromo-2,2'-bis(meth

There total 4 articles about (R)-3,3'-Dibromo-2,2'-bis(meth 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: 85.0%

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene (173831-50-0) → (±)?3,3'?dibromo?2,2'?bis(methoxymethyl)?1,1'?binaphthalene (142010-87-5,142128-94-7,211734-49-5)

Guidance literature:

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 3h;

With dibromotetrachloroethane; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; for 0.25h;

DOI:10.1021/ol0490882

Reference yield: 63.0%

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene (173831-50-0) → 3-Bromo-2,2'-bis-methoxymethoxy-[1,1']binaphthalenyl (142010-72-8) + (±)?3,3'?dibromo?2,2'?bis(methoxymethyl)?1,1'?binaphthalene (142010-87-5,142128-94-7,211734-49-5)

Guidance literature:

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h; Inert atmosphere;

With bromine; In tetrahydrofuran; hexane; pentane; at -78 - 20 ℃; for 10h; Inert atmosphere;

DOI:10.1007/s11696-020-01308-w

Reference yield:

1,1'-bi-2-naphthol (602-09-5) → (±)?3,3'?dibromo?2,2'?bis(methoxymethyl)?1,1'?binaphthalene (142010-87-5,142128-94-7,211734-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0 - 20 °C

1.2: 100 percent / tetrahydrofuran / 4.5 h / 20 °C

2.1: n-BuLi / diethyl ether; hexane / 3 h / 20 °C

2.2: 85 percent / dibromotetrachloroethane / diethyl ether; hexane; tetrahydrofuran / 0.25 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1021/ol0490882

upstream raw materials:

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene

1,1'-bi-2-naphthol

β-naphthol

Downstream raw materials:

(±)?3,3'?diphenyl?2,2'?bis(methoxymethyl)?1,1'?binaphthalene

3,3'-bis(4-(trifluoromethyl)phenyl)-[1,1'-binaphthalene]-2,2'-diol

(+/-)-3,3'-bis(3,5-dimethylphenyl)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl

(+/-)-3,3'-bis(4-methoxyphenyl)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl

Refernces

• 1、 Fu, Zhengjiang,Cao, Xihan,Hao, Guangguo,Shi, Quanqing,Cai, Hu. "Synthesis of (±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively". . p. 831 - 836. Retrieved 2020/09/09.
• 2、 Wu, T. Robert,Shen, Lixin,Chong, J. Michael. "Asymmetric allylboration of aldehydes and ketones using 3,3′-disubstitutedbinaphthol-modified boronates". . p. 2701 - 2704. Retrieved 2007/10/03.