(6-cyano-2-oxo-2,3,3a,4,5,7a-hexahydro-benzooxazol-4-yl)-carbamic acid benzyl ester

Base Information

Chemical Name:(6-cyano-2-oxo-2,3,3a,4,5,7a-hexahydro-benzooxazol-4-yl)-carbamic acid benzyl ester
CAS No.:927395-76-4
Molecular Formula:C₁₆H₁₅N₃O₄
Molecular Weight:313.313
Hs Code.:

Synonyms:(6-cyano-2-oxo-2,3,3a,4,5,7a-hexahydro-benzooxazol-4-yl)-carbamic acid benzyl ester

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Chemical Property of (6-cyano-2-oxo-2,3,3a,4,5,7a-hexahydro-benzooxazol-4-yl)-carbamic acid benzyl ester

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Technology Process of (6-cyano-2-oxo-2,3,3a,4,5,7a-hexahydro-benzooxazol-4-yl)-carbamic acid benzyl ester

There total 13 articles about (6-cyano-2-oxo-2,3,3a,4,5,7a-hexahydro-benzooxazol-4-yl)-carbamic acid benzyl 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: 51.0%

: 927395-61-7
(3S,4R,5S)-5-benzyloxycarbonylamino-3,4-tert-butoxycarbonylimino-1-cyanocyclohexene

: 584-02-1
2-pentanol

: 927395-76-4
(6-cyano-2-oxo-2,3,3a,4,5,7a-hexahydro-benzooxazol-4-yl)-carbamic acid benzyl ester

: 927395-79-7
(3R,4R,5S)-5-benzyloxycarbonylamino-4-tert-butoxycarbonylamino-1-cyano-3-(1-ethylpropoxy)cyclohexene

Guidance literature:: With boron trifluoride diethyl etherate; at -20 ℃; for 5h;
DOI:10.1021/ol062663c

Reference yield:

: 7-(3,5-dinitrobenzoyl)-7-azabicyclo[4.1.0]hept-3-ene

: 927395-76-4
(6-cyano-2-oxo-2,3,3a,4,5,7a-hexahydro-benzooxazol-4-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: Y(O-i-Pr)3; TMSN₃; 2,6-dimethylphenol / 6-deoxy-6-(diphenylphosphoryl)-arabino-hexitol-based ligand / various solvent(s) / 12 h / 20 °C

2.1: 4-(dimethylamino)pyridine / acetonitrile / 1 h / 20 °C

2.2: 98 percent / NaOH / acetonitrile; H₂O / 1 h / 20 °C

3.1: 99 percent / potassium carbonate / methanol / 2 h / 20 °C

4.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 16 h / 20 °C

5.1: lithium cyanide / tetrahydrofuran / 1 h / -20 °C

6.1: toluene / 3 h / 150 °C

With dmap; 2.6-dimethylphenol; yttrium(III) isopropoxide; trimethylsilylazide; lithium cyanide; potassium carbonate; Dess-Martin periodane; 6-deoxy-6-(diphenylphosphoryl)-arabino-hexitol-based ligand; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ol062663c