exo-5-Bicyclo<2.2.1>hept-2-enylmethyl acetate

Base Information

• Chemical Name: exo-5-Bicyclo<2.2.1>hept-2-enylmethyl acetate
• CAS No.: 128435-13-2
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• Mol file: 128435-13-2.mol

Synonyms:

Chemical Property of exo-5-Bicyclo<2.2.1>hept-2-enylmethyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of exo-5-Bicyclo<2.2.1>hept-2-enylmethyl acetate

There total 1 articles about exo-5-Bicyclo<2.2.1>hept-2-enylmethyl acetate 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:

(1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7) → 5-[endo-(S)-methylacetate]norbornene (10471-24-6,16053-06-8,42836-43-1,128435-13-2,133399-11-8,136459-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄

2: 56 percent / Porcine Pancreatic Lipase (PPL) / 44 h / Ambient temperature

With lithium aluminium tetrahydride; porcine pancreatic lipase;

DOI:10.1016/S0040-4039(00)97284-8

Reference yield:

exo-5-Bicyclo<2.2.1>hept-2-enylmethyl acetate (10471-24-6,16053-06-8,42836-43-1,128435-13-2,133399-11-8,136459-07-9) → methyl t-4-(benzoyloxy)-t-2-<<(tert-butyl)diphenylsilyloxy>methyl>cyclopentane-r-1-acetate

Guidance literature:

Multi-step reaction with 5 steps

2: 67 percent / 30percent aq. H₂O₂, AcOH, NaOAc / 40 h / Ambient temperature

3: 94 percent / NaOMe / Heating

4: 67 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

5: diethyl azodicarboxylate, Ph₃P / tetrahydrofuran / 0.5 h / 0 °C

With 1H-imidazole; dihydrogen peroxide; sodium acetate; acetic acid; triphenylphosphine; diethylazodicarboxylate; sodium methylate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19930760118

Reference yield:

exo-5-Bicyclo<2.2.1>hept-2-enylmethyl acetate (10471-24-6,16053-06-8,42836-43-1,128435-13-2,133399-11-8,136459-07-9) → rac-3'-<<(tert-butyl)diphenylsilyloxy>methyl>-2',3',5'-trideoxy-5'-(methoxycarbonyl)-1'a-carbaadenosine

Guidance literature:

Multi-step reaction with 8 steps

2: 67 percent / 30percent aq. H₂O₂, AcOH, NaOAc / 40 h / Ambient temperature

3: 94 percent / NaOMe / Heating

4: 67 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

5: diethyl azodicarboxylate, Ph₃P / tetrahydrofuran / 0.5 h / 0 °C

6: NaOMe / methanol / Ambient temperature

7: 1) diethyl azodicarboxylate, Ph₃P / 1) THF, r. t., 2 h, 2) THF, r. t., overnight

8: 71 percent / 25percent aq. NH₄OH, NH₃(g) / dioxane / 24 h / 60 °C

With 1H-imidazole; ammonium hydroxide; dihydrogen peroxide; sodium acetate; acetic acid; triphenylphosphine; diethylazodicarboxylate; sodium methylate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19930760118

upstream raw materials:

(1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid