methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

Base Information

• Chemical Name: methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate
• CAS No.: 1263099-22-4
• Molecular Formula: C₂₃H₂₇NO₃S
• Molecular Weight: 397.538

Synonyms:methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

Chemical Property of methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

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Technology Process of methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

There total 1 articles about methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-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: 100.0%

methyl 3-amino-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate hydrochloride salt (1263099-21-3) + 3-benzyloxy cyclobutanone (30830-27-4) → methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate (1263099-22-4)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 3h;

Reference yield: 36.0%

trans-4-methylcyclohexanecarbonyl chloride + methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate (1263099-22-4) → 3-[(cis-3-benzyloxy-cyclobutyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester + 3-[(trans-3-benzyloxy-cyclobutyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 100 ℃; for 5h;

Reference yield: 36.0%

methyl 3-(3-(benzyloxy)cyclobutylamino)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate (1263099-22-4) + trans-4-methylcyclohexanecarbonyl chloride (55930-23-9) → methyl cis-3-[(3-benzyloxy-cyclobutyl)-(4-methylcyclohexanecarbonyl)-amino]-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylate (1263099-23-5) + methyl trans-3-[(3-benzyloxy-cyclobutyl)-(4-methyl-cyclohexanecarbonyl)-amino]-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylate (1263099-24-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 100 ℃; for 5h;

DOI:10.1021/jm401420j

upstream raw materials:

methyl 3-amino-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate hydrochloride salt

3-benzyloxy cyclobutanone

Downstream raw materials:

methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-N-((1s,3S)-3-hydroxycyclobutyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-N-((1s,3S)-3-hydroxycyclobutyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylic acid

5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,3S)-3-(pyridin-3-yloxy)cyclobutyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid

methyl cis-3-[(3-benzyloxy-cyclobutyl)-(4-methylcyclohexanecarbonyl)-amino]-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylate

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