(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentanoic acid

Base Information

Chemical Name:(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentanoic acid
CAS No.:182282-11-7
Molecular Formula:C₁₉H₃₀O₆
Molecular Weight:354.444
Hs Code.:

Synonyms:

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Chemical Property of (S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentanoic acid

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Technology Process of (S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentanoic acid

There total 25 articles about (S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentanoic 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:

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

: 182282-11-7
(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentanoic acid

Guidance literature:: Multi-step reaction with 16 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

With pyridine; hydrogenchloride; 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; 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; tert-butyl alcohol;
DOI:10.3987/COM-96-7506

Reference yield:

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

: 182282-11-7
(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentanoic acid

Guidance literature:: Multi-step reaction with 15 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

With pyridine; hydrogenchloride; 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; 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; tert-butyl alcohol;
DOI:10.3987/COM-96-7506

Reference yield:

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

: 182282-11-7
(S)-2-Ethyl-5-(4-methoxy-benzyloxy)-2-(2-methoxymethoxy-ethyl)-pentanoic acid

Guidance literature:: Multi-step reaction with 13 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

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

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

With pyridine; hydrogenchloride; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; boron trifluoride-tetrahydrofuran complex; pyridine-SO₃ complex; camphor-10-sulfonic acid; 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; tert-butyl alcohol;
DOI:10.3987/COM-96-7506