[1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester

Base Information

Chemical Name:[1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester
CAS No.:623143-65-7
Molecular Formula:C₁₉H₂₄N₂O₄
Molecular Weight:344.411
Hs Code.:

Synonyms:[1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester

Suppliers and Price of [1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of [1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of [1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester

There total 2 articles about [1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester 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: 79.0%

: 7677-24-9
trimethylsilyl cyanide

: 524018-08-4
[1-(4-oxo-3,4-dihydro-2H-pyran-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

: 623143-65-7
[1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/S0968-0896(03)00274-8

Reference yield:

: 77119-85-8
N-(tert-butoxycarbonyl)-D-phenylalaninal

: 623143-65-7
[1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: LiClO₄ / diethyl ether / 20 °C

2: 79 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / 0 °C

With boron trifluoride diethyl etherate; lithium perchlorate; In diethyl ether; dichloromethane; 1: hetero Diels-Alder cyclization;
DOI:10.1016/S0968-0896(03)00274-8

Reference yield:

: 623143-65-7
[1-(6R-cyano-4-oxo-tetrahydro-pyran-2R-yl)-2R-phenylethyl]carbamic acid tert-butyl ester

: {(R)-1-[(2R,6S)-4-Aminomethyl-6-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethylcarbamoyl)-tetrahydro-pyran-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: p-TsOH / 12 h / 80 °C

2: aq. KOH / ethanol / 1 h / Heating

3: aq. AcOH / tetrahydrofuran / 12 h / 60 °C

4: methanol / 20 °C

5: 90 percent / NaCN / dimethylformamide / 2 h / 20 °C

6: 69 percent / t-BuOH; SmI₂ / tetrahydrofuran / 4 h / 20 °C

7: aq. LiOH / tetrahydrofuran / 2 h / 20 °C

8: 0.14 g / HOBt; NMM; EDCI / dimethylformamide / 20 °C

9: H₂; aq. NH₃ / Raney nickel / methanol / 20 °C / 2068.59 Torr

With 4-methyl-morpholine; potassium hydroxide; lithium hydroxide; ammonium hydroxide; samarium diiodide; sodium cyanide; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tert-butyl alcohol; nickel; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(03)00274-8