methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate

Base Information

• Chemical Name: methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate
• CAS No.: 77060-83-4
• Molecular Formula: C₁₈H₁₆O₃
• Molecular Weight: 280.323
• Mol file: 77060-83-4.mol

Synonyms:methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate

Chemical Property of methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate

There total 8 articles about methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate 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: 64.0%

carbon monoxide (201230-82-2) + methyl 2,3-diphenyl-2-cyclopropene-1-carboxylate (7576-36-5) → methyl 2,3-diphenylcyclopropenecarboxylate (64162-51-2) + methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate (77060-83-4)

Guidance literature:

With hydridotetracarbonylcobalt; In pentane; at 25 ℃; for 3h; Yield given;

DOI:10.1016/S0022-328X(00)86753-4

Reference yield: 22.0%

carbon monoxide (201230-82-2) + methyl 2,3-diphenyl-2-cyclopropene-1-carboxylate (7576-36-5) → methyl ester of 2β,3β-diphenylcyclopropane-1α-carboxylic acid (7381-97-7) + allcis-2.3-Diphenyl-cyclopropan-1-carbonsaeuremethylester (5682-62-2) + methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate (77060-83-4) + methyl ester of (racemic) 2,3-diphenylcyclopropane-1-carboxylic acid (5682-62-2,5861-32-5,7381-97-7,64162-51-2,108211-13-8,108211-14-9,108211-15-0)

Guidance literature:

With hydridotetracarbonylcobalt; In hexane; for 1.5h; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00323a003

Reference yield:

α-phenylcinnamyl alcohol (22835-64-9) → methyl t,t-2,3-diphenyl-c-2-formylcyclopropane-r-1-carboxylate (77060-83-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / benzene / 30 h / Heating

2: 47 percent / tosyl azide, (CH₃)4NBr, aq. NaOH / benzene / 54 h / Ambient temperature

3: 11.8 percent / anh. CuSO₄ / benzene / 4 h / Heating

4: p-toluenesulfonic acid / methanol / 48 h

5: 3 percent / MnO₂ / CH₂Cl₂ / 22 h / Ambient temperature

With manganese(IV) oxide; sodium hydroxide; 4-toluenesulfonyl azide; tetramethylammonium bromide; copper(II) sulfate; toluene-4-sulfonic acid; In methanol; dichloromethane; benzene;

DOI:10.1021/jo00323a003

upstream raw materials:

carbon monoxide

methyl 2,3-diphenyl-2-cyclopropene-1-carboxylate

α-phenylcinnamyl alcohol

(E)-2,3-diphenylpropenoic acid

Downstream raw materials:

(1R,7S,8R)-4,4-Dimethyl-1,8-diphenyl-3,5-dioxa-bicyclo[5.1.0]octane

((1R,2S,3R)-2-Hydroxymethyl-1,3-diphenyl-cyclopropyl)-methanol

exo-5,6-diphenyl-3-oxabicyclo<3.1.0>hexan-2-one

cis-2,3-diphenyl-cis-1,2-cyclopropanedicarboxylic acid