(+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene

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Chemical Name:(+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene
CAS No.:152459-05-7
Molecular Formula:C₂₄H₃₄O₂S
Molecular Weight:386.599
Hs Code.:

Synonyms:(+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene

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Chemical Property of (+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene

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Technology Process of (+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene

There total 17 articles about (+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene 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:

: 18951-85-4,57030-77-0
(R)-citronellic acid

: 152459-05-7
(+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene

Guidance literature:: Multi-step reaction with 17 steps

1: H₂

2: SOCl₂

3: 1) n-BuLi / 1) THF, -78 deg C, 2) -78 deg C to RT

4: 1) NaN(SiMe₃)2 / 1) THF, -78 deg C, 2) -78 deg C to -50 deg C, 5 h; -50 deg C, 12 h

6: 87 percent / iBu₂AlH / toluene / -78 °C

7: 79 percent / Et₃N / CH₂Cl₂

8: 82 percent / NaHMDS / tetrahydrofuran / -78 °C

9: 97 percent / KOtBu / tetrahydrofuran / -78 °C

10: 98 percent / nBu₄NF / tetrahydrofuran / Ambient temperature

11: 1) (C₅H₅)2ZrCl₂, 2) I₂ / 1) ClCH₂CH₂Cl, 2) THF

12: 90 percent / (Ph₃P)4Pd / toluene; tetrahydrofuran / Ambient temperature

13: 79 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

14: 1) nBuLi / 1) THF, -78 deg C

15: 71 percent / pyridinium dichromate, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

16: 93 percent / (CF₃SO₂)2O, iPr₂NEt / CH₂Cl₂ / 0 °C

17: toluene / 9 h / 115 °C

With dipyridinium dichromate; n-butyllithium; thionyl chloride; zirconocene dichloride; oxalyl dichloride; trifluoromethylsulfonic anhydride; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene;

Reference yield:

: 121523-14-6
(3R)-Dihydrocitronellic acid chloride

: 152459-05-7
(+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene

Guidance literature:: Multi-step reaction with 15 steps

1: 1) n-BuLi / 1) THF, -78 deg C, 2) -78 deg C to RT

2: 1) NaN(SiMe₃)2 / 1) THF, -78 deg C, 2) -78 deg C to -50 deg C, 5 h; -50 deg C, 12 h

4: 87 percent / iBu₂AlH / toluene / -78 °C

5: 79 percent / Et₃N / CH₂Cl₂

6: 82 percent / NaHMDS / tetrahydrofuran / -78 °C

7: 97 percent / KOtBu / tetrahydrofuran / -78 °C

8: 98 percent / nBu₄NF / tetrahydrofuran / Ambient temperature

9: 1) (C₅H₅)2ZrCl₂, 2) I₂ / 1) ClCH₂CH₂Cl, 2) THF

10: 90 percent / (Ph₃P)4Pd / toluene; tetrahydrofuran / Ambient temperature

11: 79 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

12: 1) nBuLi / 1) THF, -78 deg C

13: 71 percent / pyridinium dichromate, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

14: 93 percent / (CF₃SO₂)2O, iPr₂NEt / CH₂Cl₂ / 0 °C

15: toluene / 9 h / 115 °C

With dipyridinium dichromate; n-butyllithium; zirconocene dichloride; oxalyl dichloride; trifluoromethylsulfonic anhydride; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene;

Reference yield:

: 1026224-86-1
(+)-<2R^*,2'R,3R>-2-hydroxy-3-(6-methylhept-2-yl)tetrahydro-2H-pyran

: 152459-05-7
(+)-<2'R,6R,7R>-6-methyl-7-(6-methylhept-2-yl)-2-(phenylsulfonyl)bicyclo<4.3.0>-1,4-nonadiene

Guidance literature:: Multi-step reaction with 11 steps

1: 79 percent / Et₃N / CH₂Cl₂

2: 82 percent / NaHMDS / tetrahydrofuran / -78 °C

3: 97 percent / KOtBu / tetrahydrofuran / -78 °C

4: 98 percent / nBu₄NF / tetrahydrofuran / Ambient temperature

5: 1) (C₅H₅)2ZrCl₂, 2) I₂ / 1) ClCH₂CH₂Cl, 2) THF

6: 90 percent / (Ph₃P)4Pd / toluene; tetrahydrofuran / Ambient temperature

7: 79 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

8: 1) nBuLi / 1) THF, -78 deg C

9: 71 percent / pyridinium dichromate, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

10: 93 percent / (CF₃SO₂)2O, iPr₂NEt / CH₂Cl₂ / 0 °C

11: toluene / 9 h / 115 °C

With dipyridinium dichromate; n-butyllithium; zirconocene dichloride; oxalyl dichloride; trifluoromethylsulfonic anhydride; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene;