(1R)-1β-[(S)-1,5-Dimethyl-4-hexenyl]-1,2,3,4,4aα,5,6,8aβ-octahydro-7-methyl-4-methylenenaphthalene

Base Information

Chemical Name:(1R)-1β-[(S)-1,5-Dimethyl-4-hexenyl]-1,2,3,4,4aα,5,6,8aβ-octahydro-7-methyl-4-methylenenaphthalene
CAS No.:69636-81-3
Molecular Formula:C₂₀H₃₂
Molecular Weight:272.474
Hs Code.:
Mol file:69636-81-3.mol

Synonyms:Naphthalene,1-(1,5-dimethyl-4-hexenyl)-1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4-methylene-,[1R-[1a(S*),4ab,8aa]]-; Naphthalene,1-[(1S)-1,5-dimethyl-4-hexenyl]-1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4-methylene-,(1R,4aS,8aS)- (9CI); Biflora-4,10(19),15-triene

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Chemical Property of (1R)-1β-[(S)-1,5-Dimethyl-4-hexenyl]-1,2,3,4,4aα,5,6,8aβ-octahydro-7-methyl-4-methylenenaphthalene

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Technology Process of (1R)-1β-[(S)-1,5-Dimethyl-4-hexenyl]-1,2,3,4,4aα,5,6,8aβ-octahydro-7-methyl-4-methylenenaphthalene

There total 46 articles about (1R)-1β-[(S)-1,5-Dimethyl-4-hexenyl]-1,2,3,4,4aα,5,6,8aβ-octahydro-7-methyl-4-methylenenaphthalene 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:

: 2385-77-5
(R)-Citronellal

: 69636-81-3,74219-33-3,90457-78-6,90457-79-7,90457-80-0,90457-81-1,95910-64-8,104195-70-2,104195-71-3
(1S,6S,7S,11R)-(-)-biflora-4,10(19),15-triene

Guidance literature:: Multi-step reaction with 9 steps

1: 46.4 g / benzene / 3 h / Heating

2: 2.) AcOH / 1.) MeCN, 50 h, 80-81 deg C, 2.) water, 75-76 deg C, 2 h

3: 58 percent / NaH / dimethylsulfoxide / 1.33 h / 20 - 25 °C

4: 98.9 percent / LAH / diethyl ether / 1.) 35 min, 3-10 deg C, 2.) 30 min, room temp.

5: 88.8 percent / DCC, CF₃CO₂H, C₅H₅N, HO₂C-CO₂H*2H₂O / benzene; dimethylsulfoxide; methanol; diethyl ether / 0.33 h / 14 - 18 °C

6: 72.6 percent / tetrahydrofuran / 0.33 h / -67 °C

7: 86.5 percent / H₂, quinoline / Pd-BaSO₄ (5percent) / methanol / 4 h / 20 - 25 °C

8: CrO₃ H₂SO₄ / acetone / 0.17 h / 0 °C

9: n-BuLi / 1.) THF, 5 - 7 deg C, 30 min, 2.) 21 deg C, 30 min

With pyridine; quinoline; chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; hydrogen; oxalic acid; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on barium sulfate; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; acetone; benzene;
DOI:10.1016/S0040-4020(01)91176-7

Reference yield:

: 2385-77-5
(R)-Citronellal

: 69636-81-3,74219-33-3,90457-78-6,90457-79-7,90457-80-0,90457-81-1,95910-64-8,104195-70-2,104195-71-3
(1R,6S,7S,11R)-(+)-biflora-4,10(19),15-triene

Guidance literature:: Multi-step reaction with 10 steps

1: 46.4 g / benzene / 3 h / Heating

2: 2.) AcOH / 1.) MeCN, 50 h, 80-81 deg C, 2.) water, 75-76 deg C, 2 h

3: 58 percent / NaH / dimethylsulfoxide / 1.33 h / 20 - 25 °C

4: 98.9 percent / LAH / diethyl ether / 1.) 35 min, 3-10 deg C, 2.) 30 min, room temp.

5: 88.8 percent / DCC, CF₃CO₂H, C₅H₅N, HO₂C-CO₂H*2H₂O / benzene; dimethylsulfoxide; methanol; diethyl ether / 0.33 h / 14 - 18 °C

6: 72.6 percent / tetrahydrofuran / 0.33 h / -67 °C

7: 86.5 percent / H₂, quinoline / Pd-BaSO₄ (5percent) / methanol / 4 h / 20 - 25 °C

8: CrO₃ H₂SO₄ / acetone / 0.17 h / 0 °C

9: 2percent NaOMe / methanol / 1.5 h / Heating

10: n-BuLi / 1.) THF, 5 - 7 deg C, 2.) 21 deg C, 30 min

With pyridine; quinoline; chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; hydrogen; sodium methylate; oxalic acid; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on barium sulfate; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; acetone; benzene;
DOI:10.1016/S0040-4020(01)91176-7

Reference yield:

: 2385-77-5
(R)-Citronellal

: 69636-81-3,74219-33-3,90457-78-6,90457-79-7,90457-80-0,90457-81-1,95910-64-8,104195-70-2,104195-71-3
(1S,6R,7R,11R)-(-)-biflora-4,10(19),15-triene

Guidance literature:: Multi-step reaction with 10 steps

1: 46.4 g / benzene / 3 h / Heating

2: 2.) AcOH / 1.) MeCN, 50 h, 80-81 deg C, 2.) water, 75-76 deg C, 2 h

3: 58 percent / NaH / dimethylsulfoxide / 1.33 h / 20 - 25 °C

4: 98.9 percent / LAH / diethyl ether / 1.) 35 min, 3-10 deg C, 2.) 30 min, room temp.

5: 88.8 percent / DCC, CF₃CO₂H, C₅H₅N, HO₂C-CO₂H*2H₂O / benzene; dimethylsulfoxide; methanol; diethyl ether / 0.33 h / 14 - 18 °C

6: 72.6 percent / tetrahydrofuran / 0.33 h / -67 °C

7: 86.5 percent / H₂, quinoline / Pd-BaSO₄ (5percent) / methanol / 4 h / 20 - 25 °C

8: CrO₃ H₂SO₄ / acetone / 0.17 h / 0 °C

9: 2percent NaOMe / methanol / 2 h / Heating

10: n-BuLi / 1.) THF, 5 - 7 deg C, 2.) 21 deg C, 30 min

With pyridine; quinoline; chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; hydrogen; sodium methylate; oxalic acid; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on barium sulfate; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; acetone; benzene;
DOI:10.1016/S0040-4020(01)91176-7