methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate

Base Information

Chemical Name:methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate
CAS No.:188562-97-2
Molecular Formula:C₂₀H₂₇NO₄
Molecular Weight:345.439
Hs Code.:

Synonyms:methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate

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Chemical Property of methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate

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Technology Process of methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate

There total 8 articles about methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate 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: 75.0%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 422506-83-0
4-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-iodocyclohex-1-ene

: 188562-97-2
methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; triethylamine; triphenylphosphine; palladium diacetate; at 55 ℃; for 24h;
DOI:10.1021/jo0163849

Reference yield: 65.0%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 188562-93-8
4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-en-yl trifluoromethanesulfonate

: 5-(Benzyl-tert-butoxycarbonyl-amino)-cyclohex-1-enecarboxylic acid methyl ester

: 188562-97-2
methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate

Guidance literature:: With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; under 2280 Torr; Ambient temperature;
DOI:10.1016/S0040-4020(96)01051-4

Reference yield:

: 188562-91-6
tert-butyl N-benzyl(4-oxocyclohexyl)carbamate

: 188562-97-2
methyl 4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrazine monohydrate; Et₃N / ethanol / 1.5 h / Heating

2: 885 mg / I₂; 2-tetr-butyl-1,1,3,3-tetramethylguanidine / diethyl ether / 0 - 90 °C

3: 75 percent / PPh₃; DMPU; Et₃N / Pd(OAc)2 / 24 h / 55 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; iodine; hydrazine hydrate; triethylamine; triphenylphosphine; palladium diacetate; In diethyl ether; ethanol;
DOI:10.1021/jo0163849