(3R,11R)-(+)-29-benzyloxy-3,11-dimethylnonacos-1-en-14-yne

Base Information

Chemical Name:(3R,11R)-(+)-29-benzyloxy-3,11-dimethylnonacos-1-en-14-yne
CAS No.:79015-95-5
Molecular Formula:C₃₈H₆₄O
Molecular Weight:536.926
Hs Code.:

Synonyms:

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Chemical Property of (3R,11R)-(+)-29-benzyloxy-3,11-dimethylnonacos-1-en-14-yne

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Technology Process of (3R,11R)-(+)-29-benzyloxy-3,11-dimethylnonacos-1-en-14-yne

There total 20 articles about (3R,11R)-(+)-29-benzyloxy-3,11-dimethylnonacos-1-en-14-yne 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:

: 1117-61-9
(3R)-citronellol

: 79015-95-5
(3R,11R)-(+)-29-benzyloxy-3,11-dimethylnonacos-1-en-14-yne

Guidance literature:: Multi-step reaction with 13 steps

1: pyridine / 2 h / 0 - 5 °C

2: 85 percent / sodium iodide / acetone / 1.) reflux, 4 h; 2.) room temp., 14 h

3: 62.3 percent / NaNH₂ / liquid ammonia; dimethylsulfoxide / 4 h / Ambient temperature

4: 22.8 g / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -10 - 25 °C

5: 22.7 g / m-chloroperbenzoic acid / CHCl₃ / 2 h / Ambient temperature

6: 20.2 g / HIO₄*2H₂O / diethyl ether; tetrahydrofuran / 1.5 h / Ambient temperature

7: 9.65 g / LAH / diethyl ether / 4 h / Ambient temperature

8: 10.4 g / pyridine / 1.5 h / 0 - 5 °C

9: 7.74 g / NaCN / dimethylsulfoxide / 16 h / 60 - 65 °C

10: 6.4 percent / NaOH / ethanol; H₂O / 17 h / Heating

11: 4.51 g / LAH / diethyl ether / 5 h / Ambient temperature

12: 2.96 g / pyridine / 2 h / 0 - 5 °C

13: 1.) Mg; 2.) 0.1 M Li₂CuCl₄ / 1.) ether; 2.) THF, -60 deg C,

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; dilithium tetrachlorocuprate; sodium cyanide; sodium amide; magnesium; periodic acid; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; chloroform; ammonia; water; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4020(01)92448-2

Reference yield:

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

: 79015-95-5
(3R,11R)-(+)-29-benzyloxy-3,11-dimethylnonacos-1-en-14-yne

Guidance literature:: Multi-step reaction with 14 steps

1: 92 percent / LAH / diethyl ether / 3 h / Ambient temperature

2: pyridine / 2 h / 0 - 5 °C

3: 85 percent / sodium iodide / acetone / 1.) reflux, 4 h; 2.) room temp., 14 h

4: 62.3 percent / NaNH₂ / liquid ammonia; dimethylsulfoxide / 4 h / Ambient temperature

5: 22.8 g / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -10 - 25 °C

6: 22.7 g / m-chloroperbenzoic acid / CHCl₃ / 2 h / Ambient temperature

7: 20.2 g / HIO₄*2H₂O / diethyl ether; tetrahydrofuran / 1.5 h / Ambient temperature

8: 9.65 g / LAH / diethyl ether / 4 h / Ambient temperature

9: 10.4 g / pyridine / 1.5 h / 0 - 5 °C

10: 7.74 g / NaCN / dimethylsulfoxide / 16 h / 60 - 65 °C

11: 6.4 percent / NaOH / ethanol; H₂O / 17 h / Heating

12: 4.51 g / LAH / diethyl ether / 5 h / Ambient temperature

13: 2.96 g / pyridine / 2 h / 0 - 5 °C

14: 1.) Mg; 2.) 0.1 M Li₂CuCl₄ / 1.) ether; 2.) THF, -60 deg C,

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; dilithium tetrachlorocuprate; sodium cyanide; sodium amide; magnesium; periodic acid; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; chloroform; ammonia; water; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4020(01)92448-2

Reference yield:

: 63215-85-0
(R)-4-methylhex-5-enal

: 79015-95-5
(3R,11R)-(+)-29-benzyloxy-3,11-dimethylnonacos-1-en-14-yne

Guidance literature:: Multi-step reaction with 4 steps

1: 91.4 percent / LAH / diethyl ether / 3 h / Ambient temperature

2: pyridine / 1.5 h / 0 - 5 °C

3: LiBr / acetone / 1.5 h / Heating

4: 1.) Mg; 2.) 0.1 M Li₂CuCl₄ / 1.) ether; 2.) THF, -60 deg C,

With lithium aluminium tetrahydride; dilithium tetrachlorocuprate; magnesium; lithium bromide; In pyridine; diethyl ether; acetone;
DOI:10.1016/S0040-4020(01)92448-2