(R)-23-benzyloxy-5-methyltricos-8-ynyl tosylate

Base Information

Chemical Name:(R)-23-benzyloxy-5-methyltricos-8-ynyl tosylate
CAS No.:79015-86-4
Molecular Formula:C₃₈H₅₈O₄S
Molecular Weight:610.942
Hs Code.:

Synonyms:

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Chemical Property of (R)-23-benzyloxy-5-methyltricos-8-ynyl tosylate

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Technology Process of (R)-23-benzyloxy-5-methyltricos-8-ynyl tosylate

There total 15 articles about (R)-23-benzyloxy-5-methyltricos-8-ynyl tosylate 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

: 79015-86-4
(R)-23-benzyloxy-5-methyltricos-8-ynyl tosylate

Guidance literature:: Multi-step reaction with 12 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

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

: 79015-86-4
(R)-23-benzyloxy-5-methyltricos-8-ynyl tosylate

Guidance literature:: Multi-step reaction with 13 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

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:

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

: 79015-86-4
(R)-23-benzyloxy-5-methyltricos-8-ynyl tosylate

Guidance literature:: Multi-step reaction with 14 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

12: 6.4 percent / NaOH / ethanol; H₂O / 17 h / Heating

13: 4.51 g / LAH / diethyl ether / 5 h / Ambient temperature

14: 2.96 g / pyridine / 2 h / 0 - 5 °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; ethanol; chloroform; ammonia; water; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4020(01)92448-2