2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol

Base Information

• Chemical Name: 2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol
• CAS No.: 312920-81-3
• Molecular Formula: C₁₅H₁₉BrO₄
• Molecular Weight: 343.217
• Mol file: 312920-81-3.mol

Synonyms:2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol

Chemical Property of 2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol

There total 5 articles about 2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol 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: 92.0%

(S)-(-)-methyl 6-(2-bromo-3-formyl-6-methoxyphenoxy)-cyclohex-1-enecarboxylate (312920-40-4) → 2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol (312920-81-3)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃;

DOI:10.1021/ja002231b

Reference yield:

2-bromoisovanillin (2973-58-2) → 2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol (312920-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: [(ν³-C3H5)PdCl]2; (1S,2S)-bis(N,N'-(o-(PPh2)C6H4CO)-1,2-diphenylethylamine; Et3N / CH2Cl2 / 8 h / 20 °C

2: DIBALH / toluene / 1 h / -78 °C

With [(ν³-allyl)PdCl]2; diisobutylaluminium hydride; (+)-1(S),2(S)-bis<2'-(diphenylphosphino)benzamido>-1,2-diphenylethane; triethylamine; In dichloromethane; toluene;

DOI:10.1021/ja054449+

Reference yield:

methyl 6-(2,2,2-trichloroethoxycarbonyloxy)cyclohex-1-enoate (312920-36-8) → 2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol (312920-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: [(ν³-C3H5)PdCl]2; (1S,2S)-bis(N,N'-(o-(PPh2)C6H4CO)-1,2-diphenylethylamine; Et3N / CH2Cl2 / 8 h / 20 °C

2: DIBALH / toluene / 1 h / -78 °C

With [(ν³-allyl)PdCl]2; diisobutylaluminium hydride; (+)-1(S),2(S)-bis<2'-(diphenylphosphino)benzamido>-1,2-diphenylethane; triethylamine; In dichloromethane; toluene;

DOI:10.1021/ja054449+

upstream raw materials:

(S)-(-)-methyl 6-(2-bromo-3-formyl-6-methoxyphenoxy)-cyclohex-1-enecarboxylate

methyl 6-hydroxy-cyclohex-1-enecarboxylate

isovanillin

2-bromoisovanillin

Downstream raw materials:

Galantamine

1-hydroxy-2-phenylseleno-3-deoxylycoramine

2-<<(tert-butyldimethylsilyl)oxy>methyl>-1,3-cyclohexadiene

2-bromo-1-(tert-butyldimethylsilyloxymethyl)-3-[2-(tertbutyldimethylsiloxymethyl)cyclohex-2-enyl-1-oxy]-4-methoxy-benzene