(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol

Base Information

Chemical Name:(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol
CAS No.:182282-10-6
Molecular Formula:C₁₉H₃₂O₅
Molecular Weight:340.46
Hs Code.:

Synonyms:(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol

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Chemical Property of (S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol

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Technology Process of (S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol

There total 22 articles about (S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol 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: 82.1%

: 182282-09-3
1-((S)-4-Ethyl-6-methoxymethoxy-4-trityloxymethyl-hexyloxymethyl)-4-methoxy-benzene

: 182282-10-6
(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol

Guidance literature:: With acetic acid; at 60 ℃; for 1.5h;
DOI:10.3987/COM-96-7506

Reference yield:

: 182282-00-4
(R)-1-((2S,3S)-3-Ethyl-3-hydroxymethyl-oxiranyl)-ethanol

: 182282-10-6
(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C 5 min and 1 h, room t.

2: CH₂Cl₂ / 12 h / Ambient temperature

3: BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

4: DIBAL-H / CH₂Cl₂ / 0.25 h / -20 °C

5: 99.6 percent / CSA / dimethylformamide / 0.25 h / 90 °C

6: 40 percent / H₂ / 10percent Pd/C

7: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 0 deg C and room t., 1 h

8: 1N HCl / methanol / 1 h / Ambient temperature

9: 83.3 percent / pyridine / 1 h / 90 °C

10: 98.3 percent / pyridine / 1.5 h / Ambient temperature

11: 93.2 percent / DBU / toluene / 30 h / Heating

12: 1.) BF₃*THF, 2.) NaOH, 30percent H₂O₂ / 1.) THF, room t., 19 h, 2.) THF, water, 2 h, room t.

13: 98.7 percent / (i-Pr)2NEt / CH₂Cl₂ / 0.5 h / 0 °C

14: 82.1 percent / 80percent aq. AcOH / 1.5 h / 60 °C

With pyridine; hydrogenchloride; sodium hydroxide; oxalyl dichloride; boron trifluoride-tetrahydrofuran complex; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-96-7506

Reference yield:

: (E)-(R)-4-Ethyl-4-formyl-5-oxo-hex-2-enoic acid methyl ester

: 182282-10-6
(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentan-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1: DIBAL-H / CH₂Cl₂ / 0.25 h / -20 °C

2: 99.6 percent / CSA / dimethylformamide / 0.25 h / 90 °C

3: 40 percent / H₂ / 10percent Pd/C

4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 0 deg C and room t., 1 h

5: 1N HCl / methanol / 1 h / Ambient temperature

6: 83.3 percent / pyridine / 1 h / 90 °C

7: 98.3 percent / pyridine / 1.5 h / Ambient temperature

8: 93.2 percent / DBU / toluene / 30 h / Heating

9: 1.) BF₃*THF, 2.) NaOH, 30percent H₂O₂ / 1.) THF, room t., 19 h, 2.) THF, water, 2 h, room t.

10: 98.7 percent / (i-Pr)2NEt / CH₂Cl₂ / 0.5 h / 0 °C

11: 82.1 percent / 80percent aq. AcOH / 1.5 h / 60 °C

With pyridine; hydrogenchloride; sodium hydroxide; boron trifluoride-tetrahydrofuran complex; camphor-10-sulfonic acid; hydrogen; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-96-7506