(+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate

Base Information

• Chemical Name: (+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate
• CAS No.: 881897-24-1
• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.39
• Mol file: 881897-24-1.mol

Synonyms:(+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate

Chemical Property of (+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate

There total 2 articles about (+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate 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%

methyl 5-ethyl-2-methoxybenzoate (66873-88-9) + bromoacetic acid tert-butyl ester (5292-43-3) → (+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate (881897-24-1)

Guidance literature:

methyl 5-ethyl-2-methoxybenzoate; With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -40 ℃; for 0.0833333h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; tert-butyl alcohol; at -40 ℃; for 0.0833333h;

DOI:10.1021/ol052749q

Reference yield:

C11H16O3 + bromoacetic acid tert-butyl ester (5292-43-3) → (+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate (881897-24-1)

Guidance literature:

In tetrahydrofuran; tert-butyl alcohol;

DOI:10.1016/j.tet.2008.02.107

Reference yield: 98.0%

(+/-)-methyl 5-ethyl-2-methoxy-1-(tert-butoxycarbonylmethyl)cyclohexa-2,5-dienecarboxylate (881897-24-1) → (+/-)-2-(1-(methoxycarbonyl)-5-ethyl-2-methoxycyclohexa-2,5-dienyl)acetic acid (881897-25-2)

Guidance literature:

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 1h;

DOI:10.1021/ol052749q

upstream raw materials:

methyl 5-ethyl-2-methoxybenzoate

bromoacetic acid tert-butyl ester

Downstream raw materials:

(+/-)-2-(1-(methoxycarbonyl)-5-ethyl-2-methoxycyclohexa-2,5-dienyl)acetic acid

1-{[(2-chloro-allyl)-hydroxy-carbamoyl]-methyl}-3-ethyl-6-oxo-cyclohex-2-enecarboxylic acid methyl ester

methyl (+/-)-1-[(N-2-chloroallyl-N-benzyloxycarbamoyl)methyl]-5-ethyl-2-methoxycyclohexa-2,5-diene carboxylate

1-{[benzoyloxy-(2-chloro-allyl)-carbamoyl]-methyl}-3-ethyl-6-oxo-cyclohex-2-enecarboxylic acid methyl ester