N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide

Base Information

Chemical Name:N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide
CAS No.:1027186-62-4
Molecular Formula:C₁₇H₂₁NO₃S
Molecular Weight:319.425
Hs Code.:

Synonyms:N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide

Chemical Property:

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Technology Process of N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide

There total 5 articles about N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide 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: 98.0%

: 1026347-84-1
methyl 5-[N-(cyclobut-1-enylmethyl)-N-(p-toluenesulfonyl)amino]pent-2-ynoate

: 1027186-62-4
N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -25 ℃; for 1.5h;
DOI:10.1021/jo048214c

Reference yield:

: 35120-18-4
ethyl 1-bromocyclobutane-1-carboxylate

: 1027186-62-4
N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: DBU / CH₂Cl₂ / 1 h / 90 °C

2.1: DIBAL-H / CH₂Cl₂; hexane / 1.5 h / -78 °C

3.1: DEAD; PPh₃ / tetrahydrofuran / 14 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 68 percent / tetrahydrofuran; hexane / 1 h

5.1: 98 percent / DIBAL-H / toluene / 1.5 h / -25 °C

With n-butyllithium; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/jo048214c

Reference yield:

: 89182-08-1
(1-cyclobutenyl)methyl alcohol

: 1027186-62-4
N-(cyclobut-1-enylmethyl)-N-(5-hydroxypent-3-ynyl)-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: DEAD; PPh₃ / tetrahydrofuran / 14 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 68 percent / tetrahydrofuran; hexane / 1 h

3.1: 98 percent / DIBAL-H / toluene / 1.5 h / -25 °C

With n-butyllithium; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/jo048214c