C₂₇H₃₃NO₃

Base Information

• Chemical Name: C₂₇H₃₃NO₃
• CAS No.: 336614-88-1
• Molecular Formula: C₂₇H₃₃NO₃
• Molecular Weight: 419.564

Synonyms:C₂₇H₃₃NO₃

Chemical Property of C₂₇H₃₃NO₃

Chemical Property:

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Technology Process of C₂₇H₃₃NO₃

There total 9 articles about C₂₇H₃₃NO₃ 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: 80.0%

ethyl (1α,5α,6α)-7-diphenylmethyl-5-methanesulfonyloxy-7-azabicyclo[4.1.0]hept-2-ene-3-carboxylate + 2-pentanol (584-02-1) → C27H33NO3 (336614-88-1)

Guidance literature:

ethyl (1α,5α,6α)-7-diphenylmethyl-5-methanesulfonyloxy-7-azabicyclo[4.1.0]hept-2-ene-3-carboxylate; 2-pentanol; With boron trifluoride diethyl etherate; In dichloromethane; for 3h;

With triethylamine; In dichloromethane; at 20 ℃; for 1h; stereospecific reaction;

DOI:10.1039/c3ra47210h

Reference yield:

C18H17NO → C27H33NO3 (336614-88-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonium chloride; zinc / tetrahydrofuran; water / 0.17 h / 0 °C

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate / dichloromethane / 12 h / Reflux

3.1: triethylamine; dmap / dichloromethane / 2 h / 0 - 20 °C

4.1: boron trifluoride diethyl etherate / dichloromethane / 3 h

4.2: 1 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; dmap; boron trifluoride diethyl etherate; ammonium chloride; triethylamine; zinc; In tetrahydrofuran; dichloromethane; water; 1.1: |Barbier Coupling Reaction;

DOI:10.1039/c3ra47210h

Reference yield:

cis-1-benzhydryl-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)aziridine-2-carboxylic acid ethyl ester → C27H33NO3 (336614-88-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: diisobutylaluminium hydride / dichloromethane / -78 °C

2.1: potassium tert-butylate / toluene / 20 °C

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 0 °C

4.1: sodium periodate / dichloromethane / 1.5 h / 20 °C

5.1: ammonium chloride; zinc / tetrahydrofuran; water / 0.17 h / 0 °C

6.1: diethylazodicarboxylate; triphenylphosphine / toluene / 2.5 h / 20 °C

7.1: sodium ethanolate / ethanol / 0.5 h / -20 °C

8.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate / dichloromethane / 12 h / Reflux

9.1: triethylamine; dmap / dichloromethane / 2 h / 0 - 20 °C

10.1: boron trifluoride diethyl etherate / dichloromethane / 3 h

10.2: 1 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; dmap; sodium periodate; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; potassium tert-butylate; sodium ethanolate; diisobutylaluminium hydride; ammonium chloride; triethylamine; triphenylphosphine; zinc; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; 2.1: |Wittig Olefination / 5.1: |Barbier Coupling Reaction / 6.1: |Mitsunobu Displacement;

DOI:10.1039/c3ra47210h

upstream raw materials:

2-pentanol

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