2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester

Base Information

• Chemical Name: 2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester
• CAS No.: 474254-70-1
• Molecular Formula: C₂₈H₃₆O₅
• Molecular Weight: 452.591
• Mol file: 474254-70-1.mol

Synonyms:2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester

Chemical Property of 2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester

There total 5 articles about 2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester 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: 89.0%

2-allyl-6-methoxy-benzoic acid (325172-28-9) + (S)-1-(4-Methoxy-benzyloxy)-non-8-en-3-ol (474254-69-8) → 2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester (474254-70-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In benzene; for 24h;

DOI:10.1016/S0040-4020(02)00657-9

Reference yield:

N,N-Diethyl-2-allyl-6-methoxybenzamide (88440-84-0) → 2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester (474254-70-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / I₂ / tetrahydrofuran; H₂O / 24 h / 20 °C

2: 73 percent / zinc; acetic acid / 24 h / 90 °C

3: 89 percent / triphenylphosphine; diethyl azodicarboxylate / benzene / 24 h

With iodine; acetic acid; triphenylphosphine; zinc; diethylazodicarboxylate; In tetrahydrofuran; water; benzene; 3: Mitsunobu esterification;

DOI:10.1016/S0040-4020(02)00657-9

Reference yield:

bromopentene (1119-51-3) → 2-Allyl-6-methoxy-benzoic acid (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-hept-6-enyl ester (474254-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium; 1,2-dibromoethane / diethyl ether / 2 h / Heating

1.2: Li₂CuCl₄ / ethyl acetate; diethyl ether / 0.25 h / -78 °C

1.3: 88 percent / tetrahydrofuran; diethyl ether / -78 - 20 °C

2.1: 89 percent / triphenylphosphine; diethyl azodicarboxylate / benzene / 24 h

With magnesium; ethylene dibromide; triphenylphosphine; diethylazodicarboxylate; In diethyl ether; benzene; 2.1: Mitsunobu esterification;

DOI:10.1016/S0040-4020(02)00657-9

upstream raw materials:

2-allyl-6-methoxy-benzoic acid

(S)-1-(4-Methoxy-benzyloxy)-non-8-en-3-ol

N,N-Diethyl-2-allyl-6-methoxybenzamide

bromopentene