methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate

Base Information

Chemical Name:methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate
CAS No.:272123-66-7
Molecular Formula:C₁₄H₁₈O₄
Molecular Weight:250.295
Hs Code.:

Synonyms:methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate

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Chemical Property of methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate

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Technology Process of methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate

There total 1 articles about methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-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: 16.0%

: 272123-64-5
methyl (3aR,4R,7aR)-4-(((trifluoromethyl)sulfonyl)oxy)-3a,4,5,7a-tetrahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-6-carboxylate

: 19438-10-9
methyl 3-hydroxybenzoate

: 272123-66-7
methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 24h;
DOI:10.3987/COM-14-13053

Reference yield:

: 272123-66-7
methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate

: 1002731-42-1
(-)-pericosine E

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-Bromosuccinimide / acetonitrile; water / 4 h / 0 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C

3.1: hydrogenchloride / diethyl ether / 1 h / 0 °C

4.1: boron trifluoride diethyl etherate / dichloromethane / 0.17 h / 0 - 20 °C

5.1: Dess-Martin periodane / dichloromethane / 4 h / 0 - 20 °C

5.2: 0.5 h / 0 °C

6.1: trifluoroacetic acid / methanol / 5 h / 0 - 20 °C

With hydrogenchloride; N-Bromosuccinimide; boron trifluoride diethyl etherate; Dess-Martin periodane; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1021/ol501631r

Reference yield:

: 272123-66-7
methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate

: C₁₆H₂₁ClO₁₀

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate; Oxone / water / 3 h / -15 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.17 h / 0 - 20 °C

2.2: 3 h

3.1: trifluoroacetic acid / 0 - 100 °C / Sealed tube; Microwave irradiation

With Oxone; boron trifluoride diethyl etherate; sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; water;
DOI:10.3390/md15010022