N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

Base Information

Chemical Name:N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide
CAS No.:371247-48-2
Molecular Formula:C₁₆H₂₁ClN₂O₃
Molecular Weight:324.807
Hs Code.:

Synonyms:N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

Suppliers and Price of N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

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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-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

There total 10 articles about N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide 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: 70.0%

: 371247-47-1
(2S,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexanecarboxamide

: 75-65-0
tert-butyl alcohol

: 371247-48-2
N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

Guidance literature:: With lead(IV) acetate; at 50 ℃; for 3h;
DOI:10.1021/ol016420q

Reference yield:

: 371247-39-1
3-[(2E)-3-(6-chloro(3-pyridyl))prop-2-enoyl](4R)-4-benzyl-1,3-oxazolidin-2-one

: 371247-48-2
N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: Me₂AlCl / CH₂Cl₂; toluene / -78 °C

1.2: 79 percent / CH₂Cl₂; toluene / 0.25 h / -78 °C

2.1: 84 percent / Sm(OTf)3 / 12 h / 60 °C

3.1: 98 percent / DMAP; Et₃N / CH₂Cl₂ / 3 h

4.1: 81 percent / n-Bu₄NF; H₂O / tetrahydrofuran / 14 h

5.1: 99 percent / H₂O / dimethylsulfoxide / 24 h / 130 °C

6.1: Me₃SiOK / toluene / 2 h / 70 °C

6.2: 72 percent / NH₄Cl / toluene; H₂O

7.1: 70 percent / Pb(OAc)4 / 3 h / 50 °C

With lead(IV) acetate; dmap; potassium trimethylsilonate; tetrabutyl ammonium fluoride; water; dimethylaluminum chloride; triethylamine; samarium(III) trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene; 1.2: hetero Dies-Alder reaction / 5.1: Krapcho decarboxylation / 7.1: Hofmann rearrangement;
DOI:10.1021/ol016420q

Reference yield:

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 371247-48-2
N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 8.4 g / LiAlH₄ / tetrahydrofuran / 3 h / 0 °C

2.1: 86 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

3.1: 81 percent / LiCl; i-Pr₂EtN / acetonitrile / 1 h

4.1: Me₂AlCl / CH₂Cl₂; toluene / -78 °C

4.2: 79 percent / CH₂Cl₂; toluene / 0.25 h / -78 °C

5.1: 84 percent / Sm(OTf)3 / 12 h / 60 °C

6.1: 98 percent / DMAP; Et₃N / CH₂Cl₂ / 3 h

7.1: 81 percent / n-Bu₄NF; H₂O / tetrahydrofuran / 14 h

8.1: 99 percent / H₂O / dimethylsulfoxide / 24 h / 130 °C

9.1: Me₃SiOK / toluene / 2 h / 70 °C

9.2: 72 percent / NH₄Cl / toluene; H₂O

10.1: 70 percent / Pb(OAc)4 / 3 h / 50 °C

With lead(IV) acetate; dmap; lithium aluminium tetrahydride; oxalyl dichloride; potassium trimethylsilonate; tetrabutyl ammonium fluoride; water; dimethylaluminum chloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; samarium(III) trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 3.1: Horner-Wadsworth-Emmons reaction / 4.2: hetero Dies-Alder reaction / 8.1: Krapcho decarboxylation / 10.1: Hofmann rearrangement;
DOI:10.1021/ol016420q