(S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester

Base Information

Chemical Name:(S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester
CAS No.:182282-13-9
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:(S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester

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Chemical Property of (S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester

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Technology Process of (S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester

There total 28 articles about (S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester 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: 87.1%

: 182282-12-8
(S)-2-Ethyl-2-(2-hydroxy-ethyl)-5-methoxymethoxy-pentanoic acid benzyl ester

: 182282-13-9
(S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester

Guidance literature:: With sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In dichloromethane; for 0.333333h; Ambient temperature;
DOI:10.3987/COM-96-7506

Reference yield:

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

: 182282-13-9
(S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 21 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

15: DMSO, Et₃N, SO₃*Pyridine / CH₂Cl₂ / 0.33 h / Ambient temperature

16: NaClO₂, 2-Me-2-butene, NaH₂PO₄*2H₂O / 2-methyl-propan-2-ol / 1 h / Ambient temperature

17: 80 percent / 1N HCl/MeOH / 1 h / 60 °C

18: 92.7 percent / (i-Pr)2NEt / CH₂Cl₂ / 2 h / 0 °C

19: 1.5N aq. KOH / methanol / 2.5 h / 80 °C

20: K₂CO₃ / dimethylformamide / 1 h / Ambient temperature

21: 87.1 percent / py*SO₃, DMSO, Et₃N / CH₂Cl₂ / 0.33 h / Ambient temperature

With pyridine; hydrogenchloride; methanol; potassium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; boron trifluoride-tetrahydrofuran complex; pyridine-SO₃ complex; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; sulfur trioxide pyridine complex; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 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; tert-butyl alcohol;
DOI:10.3987/COM-96-7506

Reference yield:

: (2R,3R)-3-Acetyl-2-ethyl-oxirane-2-carbaldehyde

: 182282-13-9
(S)-2-Ethyl-5-methoxymethoxy-2-(2-oxo-ethyl)-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 20 steps

1: CH₂Cl₂ / 12 h / Ambient temperature

2: BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

3: DIBAL-H / CH₂Cl₂ / 0.25 h / -20 °C

4: 99.6 percent / CSA / dimethylformamide / 0.25 h / 90 °C

5: 40 percent / H₂ / 10percent Pd/C

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

7: 1N HCl / methanol / 1 h / Ambient temperature

8: 83.3 percent / pyridine / 1 h / 90 °C

9: 98.3 percent / pyridine / 1.5 h / Ambient temperature

10: 93.2 percent / DBU / toluene / 30 h / Heating

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

12: 98.7 percent / (i-Pr)2NEt / CH₂Cl₂ / 0.5 h / 0 °C

13: 82.1 percent / 80percent aq. AcOH / 1.5 h / 60 °C

14: DMSO, Et₃N, SO₃*Pyridine / CH₂Cl₂ / 0.33 h / Ambient temperature

15: NaClO₂, 2-Me-2-butene, NaH₂PO₄*2H₂O / 2-methyl-propan-2-ol / 1 h / Ambient temperature

16: 80 percent / 1N HCl/MeOH / 1 h / 60 °C

17: 92.7 percent / (i-Pr)2NEt / CH₂Cl₂ / 2 h / 0 °C

18: 1.5N aq. KOH / methanol / 2.5 h / 80 °C

19: K₂CO₃ / dimethylformamide / 1 h / Ambient temperature

20: 87.1 percent / py*SO₃, DMSO, Et₃N / CH₂Cl₂ / 0.33 h / Ambient temperature

With pyridine; hydrogenchloride; methanol; potassium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; boron trifluoride-tetrahydrofuran complex; pyridine-SO₃ complex; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; sulfur trioxide pyridine complex; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 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; tert-butyl alcohol;
DOI:10.3987/COM-96-7506