(S)-22-benzyloxy-4-methyldocos-7-ynyl cyanide

Base Information

Chemical Name:(S)-22-benzyloxy-4-methyldocos-7-ynyl cyanide
CAS No.:79015-83-1
Molecular Formula:C₃₁H₄₉NO
Molecular Weight:451.736
Hs Code.:

Synonyms:

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Chemical Property of (S)-22-benzyloxy-4-methyldocos-7-ynyl cyanide

Chemical Property:

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Technology Process of (S)-22-benzyloxy-4-methyldocos-7-ynyl cyanide

There total 12 articles about (S)-22-benzyloxy-4-methyldocos-7-ynyl cyanide 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:

: 143-33-9,25596-52-5
sodium cyanide

: 79015-82-0
(S)-22-benzyloxy-4-methyldocos-7-ynyl tosylate

: 79015-83-1
(S)-22-benzyloxy-4-methyldocos-7-ynyl cyanide

Guidance literature:: With sodium cyanide; In dimethyl sulfoxide; at 60 - 65 ℃; for 16h;
DOI:10.1016/S0040-4020(01)92448-2

Reference yield:

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

: 79015-83-1
(S)-22-benzyloxy-4-methyldocos-7-ynyl cyanide

Guidance literature:: Multi-step reaction with 9 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

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

Reference yield:

: 17882-43-8
(?)-trans-isopulegone

: 79015-83-1
(S)-22-benzyloxy-4-methyldocos-7-ynyl cyanide

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) HCl gas, 2.) 5percent NaOH / 2.) 3 h, room temp.

2: 92 percent / LAH / diethyl ether / 3 h / Ambient temperature

3: pyridine / 2 h / 0 - 5 °C

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

5: 62.3 percent / NaNH₂ / liquid ammonia; dimethylsulfoxide / 4 h / Ambient temperature

6: 22.8 g / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -10 - 25 °C

7: 22.7 g / m-chloroperbenzoic acid / CHCl₃ / 2 h / Ambient temperature

8: 20.2 g / HIO₄*2H₂O / diethyl ether; tetrahydrofuran / 1.5 h / Ambient temperature

9: 9.65 g / LAH / diethyl ether / 4 h / Ambient temperature

10: 10.4 g / pyridine / 1.5 h / 0 - 5 °C

11: 7.74 g / NaCN / dimethylsulfoxide / 16 h / 60 - 65 °C

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