(R)-23-benzyloxy-5-methyltricos-8-ynoic acid

Base Information

Chemical Name:(R)-23-benzyloxy-5-methyltricos-8-ynoic acid
CAS No.:79015-84-2
Molecular Formula:C₃₁H₅₀O₃
Molecular Weight:470.736
Hs Code.:

Synonyms:

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Chemical Property of (R)-23-benzyloxy-5-methyltricos-8-ynoic acid

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Technology Process of (R)-23-benzyloxy-5-methyltricos-8-ynoic acid

There total 13 articles about (R)-23-benzyloxy-5-methyltricos-8-ynoic acid 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: 6.4%

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

: 79015-84-2
(R)-23-benzyloxy-5-methyltricos-8-ynoic acid

Guidance literature:: With sodium hydroxide; In ethanol; water; for 17h; Heating;
DOI:10.1016/S0040-4020(01)92448-2

Reference yield:

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

: 79015-84-2
(R)-23-benzyloxy-5-methyltricos-8-ynoic acid

Guidance literature:: Multi-step reaction with 10 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

With 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; 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

: 79015-84-2
(R)-23-benzyloxy-5-methyltricos-8-ynoic acid

Guidance literature:: Multi-step reaction with 11 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

With 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; ethanol; chloroform; ammonia; water; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4020(01)92448-2