(1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl ester

Base Information

Chemical Name:(1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl ester
CAS No.:77698-80-7
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:

Suppliers and Price of (1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl 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 (1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl ester

There total 30 articles about (1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl 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:

: 61934-55-2
3-bromomethyl-2-butenolide

: 2213-00-5,26575-49-5,75918-37-5,75918-38-6,77698-80-7
(1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / Heating

2: 80 percent / NaH / dimethylformamide / 0.5 h / -5 - 0 °C

3: 2.) KO-t-Bu / 1.) toluene, 200 deg C, 0.5 h, 2.) ether, 0 deg C, 0.5 h

4: p-TsOH / methanol / 12 h / 65 °C

5: NEt₃ / CH₂Cl₂ / 0.5 h / -5 °C

6: DBU / tetrahydrofuran / 8 h / 65 °C

7: 2 h / Ambient temperature

8: DIBAL-H / toluene; tetrahydrofuran / 12 h / -78 °C

9: MCPBA / 1.) CH₂Cl₂, -78 deg C, 2.) -78 deg C -> room temperature, 4.5 h

With potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00543a063

Reference yield:

: 541-47-9
3-Methylbutenoic acid

: 2213-00-5,26575-49-5,75918-37-5,75918-38-6,77698-80-7
(1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: NBS / CCl₄

2: NaOH / H₂O / Ambient temperature

3: 90 percent / Heating

4: 80 percent / NaH / dimethylformamide / 0.5 h / -5 - 0 °C

5: 2.) KO-t-Bu / 1.) toluene, 200 deg C, 0.5 h, 2.) ether, 0 deg C, 0.5 h

6: p-TsOH / methanol / 12 h / 65 °C

7: NEt₃ / CH₂Cl₂ / 0.5 h / -5 °C

8: DBU / tetrahydrofuran / 8 h / 65 °C

9: 2 h / Ambient temperature

10: DIBAL-H / toluene; tetrahydrofuran / 12 h / -78 °C

11: MCPBA / 1.) CH₂Cl₂, -78 deg C, 2.) -78 deg C -> room temperature, 4.5 h

With sodium hydroxide; N-Bromosuccinimide; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00543a063

Reference yield:

: 75887-39-7
(Z)-2-Bromo-7,7-dimethoxy-5,5-dimethyl-hept-2-en-1-ol

: 2213-00-5,26575-49-5,75918-37-5,75918-38-6,77698-80-7
(1aR,3aR,6aS,6bS)-1a,2-Diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydro-1H-cyclopropa[e]indene-6b-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / methanol / 2.5 h / 50 °C

2: pyridine / 1 h / 0 °C

3: 2N H₂SO₄/HOAc / H₂O / 2 h / 0 °C

4: 80 percent / NaH / dimethylformamide / 0.5 h / -5 - 0 °C

5: 2.) KO-t-Bu / 1.) toluene, 200 deg C, 0.5 h, 2.) ether, 0 deg C, 0.5 h

6: p-TsOH / methanol / 12 h / 65 °C

7: NEt₃ / CH₂Cl₂ / 0.5 h / -5 °C

8: DBU / tetrahydrofuran / 8 h / 65 °C

9: 2 h / Ambient temperature

10: DIBAL-H / toluene; tetrahydrofuran / 12 h / -78 °C

11: MCPBA / 1.) CH₂Cl₂, -78 deg C, 2.) -78 deg C -> room temperature, 4.5 h

With pyridine; sulfuric acid; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00543a063