(2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene

Base Information

Chemical Name:(2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene
CAS No.:791835-54-6
Molecular Formula:C₂₁H₂₉NO₂Se
Molecular Weight:406.427
Hs Code.:

Synonyms:(2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene

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Chemical Property of (2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene

Chemical Property:

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Technology Process of (2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene

There total 11 articles about (2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene 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: 98.0%

: 791835-53-5
(2R,5R,6S,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivanol

: 791835-54-6
(2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 0.75h; Heating;
DOI:10.1021/jo040189n

Reference yield:

: 17974-84-4
(11S)-3-oxo-eudesma-1,4-dien-13-oic acid

: 791835-54-6
(2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene

Guidance literature:: Multi-step reaction with 9 steps

1.1: 5.79 g / H₂SO₄ / 4 h / Heating

2.1: MeLi; CuCN / tetrahydrofuran; hexamethylphosphoric acid triamide; diethyl ether / 0.5 h / 0 °C

2.2: 85 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; diethyl ether / 0.33 h / -23 °C

3.1: 98 percent / BF₃*Et₂O / acetic acid / 7 h / 20 °C

4.1: 59 percent / Ca; liquid NH₃ / diethyl ether / 5 h / Heating

5.1: 91 percent / NaHCO₃; 18-crown-6; oxone / H₂O; acetone; CH₂Cl₂ / 1.5 h / 0 °C

6.1: 64 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -40 °C

7.1: 52 percent / H₂ / Pd/C / ethanol / 2 h

8.1: 80 percent / pyridine; n-Bu₃P / tetrahydrofuran / 18 h

9.1: 98 percent / TsOH / benzene / 0.75 h / Heating

With pyridine; Oxone; 18-crown-6 ether; tributylphosphine; sulfuric acid; boron trifluoride diethyl etherate; ammonia; methyllithium; hydrogen; sodium hydrogencarbonate; calcium; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; acetic acid; acetone; benzene;
DOI:10.1021/jo040189n

Reference yield:

: 18172-86-6
methyl (11S)-3-oxo-7αH-eudesma-1,4-dien-12-oate

: 791835-54-6
(2R,5R,10S,11S)-12-(o-nitrophenylselenenyl)-6-spirovetivene

Guidance literature:: Multi-step reaction with 8 steps

1.1: MeLi; CuCN / tetrahydrofuran; hexamethylphosphoric acid triamide; diethyl ether / 0.5 h / 0 °C

1.2: 85 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; diethyl ether / 0.33 h / -23 °C

2.1: 98 percent / BF₃*Et₂O / acetic acid / 7 h / 20 °C

3.1: 59 percent / Ca; liquid NH₃ / diethyl ether / 5 h / Heating

4.1: 91 percent / NaHCO₃; 18-crown-6; oxone / H₂O; acetone; CH₂Cl₂ / 1.5 h / 0 °C

5.1: 64 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -40 °C

6.1: 52 percent / H₂ / Pd/C / ethanol / 2 h

7.1: 80 percent / pyridine; n-Bu₃P / tetrahydrofuran / 18 h

8.1: 98 percent / TsOH / benzene / 0.75 h / Heating

With pyridine; Oxone; 18-crown-6 ether; tributylphosphine; boron trifluoride diethyl etherate; ammonia; methyllithium; hydrogen; sodium hydrogencarbonate; calcium; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; acetic acid; acetone; benzene;
DOI:10.1021/jo040189n