2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic acid

Base Information

Chemical Name:2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic acid
CAS No.:790664-77-6
Molecular Formula:C₂₃H₃₀O₄
Molecular Weight:370.489
Hs Code.:

Synonyms:2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic acid

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Chemical Property of 2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic acid

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Technology Process of 2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic acid

There total 7 articles about 2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic 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: 82.0%

: 849730-14-9
(S)-2-((1S,2S)-1,2-Bis-benzyloxy-propyl)-hexanal

: 790664-77-6
2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic acid

Guidance literature:: With sodium chlorite; dihydrogen peroxide; In tert-butyl alcohol; at 20 ℃; for 6h;
DOI:10.1055/s-2004-829173

Reference yield:

: 119242-60-3
4-benzyloxy-(Z,4S)-2-penten-1-ol

: 790664-77-6
2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 17 percent / (-)-diethyl tartrate; titanium isopropoxide; cumene hydroperoxide / 4 Angstroem molecular sieves / CH₂Cl₂ / 360 h / -20 °C

2.1: copper(I) iodide / diethyl ether; hexane / 0.5 h / -20 °C

2.2: 73 percent / diethyl ether; hexane / 1 h / -20 °C

3.1: 80 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

4.1: NaH / dimethylformamide / 0.25 h / 0 °C

4.2: 84 percent / dimethylformamide / 0.5 h / 20 °C

5.1: 84 percent / PTSA / methanol / 0.5 h / 20 °C

6.1: 93 percent / pyridinium chlorochromate; NaOAc / CH₂Cl₂ / 0.75 h / 20 °C

7.1: 82 percent / NaClO₂; aq. H₂O₂ / 2-methyl-propan-2-ol / 6 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; sodium chlorite; copper(l) iodide; Cumene hydroperoxide; dihydrogen peroxide; sodium acetate; sodium hydride; toluene-4-sulfonic acid; (-)-diethyl tartrate; pyridinium chlorochromate; 4 A molecular sieve; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1055/s-2004-829173

Reference yield:

: ethyl 4-benzyloxy-(E/Z,4S)-2-pentenoate

: 790664-77-6
2-[1,2-di(benzyloxy)-(1S,2S)-propyl]-(2S)-hexanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 81 percent / DIBAL-H / toluene; CH₂Cl₂ / 0.5 h / -20 °C

2.1: 17 percent / (-)-diethyl tartrate; titanium isopropoxide; cumene hydroperoxide / 4 Angstroem molecular sieves / CH₂Cl₂ / 360 h / -20 °C

3.1: copper(I) iodide / diethyl ether; hexane / 0.5 h / -20 °C

3.2: 73 percent / diethyl ether; hexane / 1 h / -20 °C

4.1: 80 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

5.1: NaH / dimethylformamide / 0.25 h / 0 °C

5.2: 84 percent / dimethylformamide / 0.5 h / 20 °C

6.1: 84 percent / PTSA / methanol / 0.5 h / 20 °C

7.1: 93 percent / pyridinium chlorochromate; NaOAc / CH₂Cl₂ / 0.75 h / 20 °C

8.1: 82 percent / NaClO₂; aq. H₂O₂ / 2-methyl-propan-2-ol / 6 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; sodium chlorite; copper(l) iodide; Cumene hydroperoxide; dihydrogen peroxide; sodium acetate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; (-)-diethyl tartrate; pyridinium chlorochromate; 4 A molecular sieve; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 2.1: Sharpless asymmetric epoxidation;
DOI:10.1055/s-2004-829173