1-Cyclopentene-1-carboxylicacid,3,5-dimethyl-,methylester,(3R-cis)-(9CI)

Base Information

Chemical Name:1-Cyclopentene-1-carboxylicacid,3,5-dimethyl-,methylester,(3R-cis)-(9CI)
CAS No.:152708-65-1
Molecular Formula:C₉H₁₄O₂
Molecular Weight:154.209
Hs Code.:
Mol file:152708-65-1.mol

Synonyms:1-Cyclopentene-1-carboxylicacid,3,5-dimethyl-,methylester,(3R-cis)-(9CI)

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Chemical Property of 1-Cyclopentene-1-carboxylicacid,3,5-dimethyl-,methylester,(3R-cis)-(9CI)

Chemical Property:

PSA：26.30000
LogP:1.76170

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of 1-Cyclopentene-1-carboxylicacid,3,5-dimethyl-,methylester,(3R-cis)-(9CI)

There total 9 articles about 1-Cyclopentene-1-carboxylicacid,3,5-dimethyl-,methylester,(3R-cis)-(9CI) 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: 91.0%

: 67-56-1
methanol

: 143949-33-1
tert-butyl(3R,5S)-3,5-dimethyl-1-cyclopentenecarboxylate

: 152708-65-1
methyl (3R,5S)-3,5-dimethyl-1-cyclopentenecarboxylate

Guidance literature:: With sulfuric acid; Heating;
DOI:10.1016/S0040-4039(00)74096-2

Reference yield:

: 144016-17-1
(1R,2R,3S,4S)-3-Bromo-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

: 152708-65-1
methyl (3R,5S)-3,5-dimethyl-1-cyclopentenecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 95percent H₂SO₄ / CH₂Cl₂ / 48 h / Ambient temperature

2: 1.) NaH / 1.) mineral oil, THF, 0 deg C, 20 min, 2.) mineral oil, THF, 0 deg C, 3 h

3: 96 percent / OsO₄, Me₃NO*2H₂O, water / acetone / 15 h / Ambient temperature

4: 0.54 g / NaIO₄ / tetrahydrofuran; H₂O / 1 h / 0 °C

5: BF₃*OEt₂ / CH₂Cl₂ / 18 h / 0 °C

6: 0.124 g / Raney Ni / ethanol; 1,2-dimethoxy-ethane / 2 h / Heating

7: tert-BuOK / tetrahydrofuran / 1 h / 0 °C

8: 91 percent / 1percent H₂SO₄ / 3 h / Heating

With sodium periodate; osmium(VIII) oxide; trimethylamine-N-oxide; sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; water; nickel; sodium hydride; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetone;
DOI:10.1248/cpb.42.854

Reference yield:

: 127658-15-5
(1R,2R,3S,4S)-3-Bromo-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (S)-1-methyl-2,5-dioxo-pyrrolidin-3-yl ester

: 152708-65-1
methyl (3R,5S)-3,5-dimethyl-1-cyclopentenecarboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: 2.57 g / 2N aq. NaOH / 1,2-dimethoxy-ethane; methanol / 1 h / 0 °C

2: 95percent H₂SO₄ / CH₂Cl₂ / 48 h / Ambient temperature

3: 1.) NaH / 1.) mineral oil, THF, 0 deg C, 20 min, 2.) mineral oil, THF, 0 deg C, 3 h

4: 96 percent / OsO₄, Me₃NO*2H₂O, water / acetone / 15 h / Ambient temperature

5: 0.54 g / NaIO₄ / tetrahydrofuran; H₂O / 1 h / 0 °C

6: BF₃*OEt₂ / CH₂Cl₂ / 18 h / 0 °C

7: 0.124 g / Raney Ni / ethanol; 1,2-dimethoxy-ethane / 2 h / Heating

8: tert-BuOK / tetrahydrofuran / 1 h / 0 °C

9: 91 percent / 1percent H₂SO₄ / 3 h / Heating

With sodium hydroxide; sodium periodate; osmium(VIII) oxide; trimethylamine-N-oxide; sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; water; nickel; sodium hydride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetone;
DOI:10.1248/cpb.42.854