(S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde

Base Information

Chemical Name:(S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde
CAS No.:768395-28-4
Molecular Formula:C₂₁H₃₂O₆
Molecular Weight:380.481
Hs Code.:

Synonyms:(S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde

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Chemical Property of (S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde

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Technology Process of (S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde

There total 10 articles about (S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde 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: 91.0%

: 768395-27-3
1-Methoxy-4-{(S)-1-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-but-3-enyloxymethyl}-benzene

: 768395-28-4
(S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde

Guidance literature:: 1-Methoxy-4-{(S)-1-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-but-3-enyloxymethyl}-benzene; With pyridine; osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetone; at 25 ℃; for 12h;

With sodium periodate; In tetrahydrofuran; water; at 25 ℃; for 2h;
DOI:10.1002/anie.200460203

Reference yield:

: 6453-07-2,28269-02-5,28269-03-6,35079-19-7,74500-50-8,115794-30-4
(+/-)-trans-4-oxo-1,2-cyclopentanedicarboxylic acid bis(methyl ester)

: 768395-28-4
(S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: 49 percent / pig liver esterase; phosphate buffer / H₂O / 1 h / pH 7.0

2.1: 72 percent / SnCl₄ / CH₂Cl₂ / 8 h / 0 - 25 °C

3.1: 92 percent / Raney Ni / methanol / 3 h / Heating

4.1: 92 percent / LiAlH₄ / diethyl ether / 12 h / 25 °C

5.1: 84 percent / imidazole; DMAP / CH₂Cl₂ / 8 h / 25 °C

6.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

7.1: toluene / 1 h / -78 °C

7.2: NaH / tetrahydrofuran / 1 h / 0 °C

7.3: TBAI / tetrahydrofuran / 12 h / 25 °C

8.1: 93 percent / TBAF / tetrahydrofuran / 12 h / 25 °C

9.1: 93 percent / iPr₂NEt / CH₂Cl₂ / 8 h / 0 - 25 °C

10.1: OsO₄; NMO; pyridine / acetone; H₂O / 12 h / 25 °C

10.2: 91 percent / NaIO₄ / tetrahydrofuran; H₂O / 2 h / 25 °C

With pyridine; 1H-imidazole; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; phosphate buffer; pig liver esterase; tetrabutyl ammonium fluoride; tin(IV) chloride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene; 6.1: Dess-Martin oxidation;
DOI:10.1002/anie.200460203

Reference yield:

: 35079-19-7
trans-(1R,2R)-1,2-Bis(methoxycarbonyl)-4-oxocyclopentane

: 768395-28-4
(S)-3-(4-Methoxy-benzyloxy)-3-[(1R,2R)-2-(2-methoxy-ethoxymethoxymethyl)-cyclopentyl]-propionaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: 72 percent / SnCl₄ / CH₂Cl₂ / 8 h / 0 - 25 °C

2.1: 92 percent / Raney Ni / methanol / 3 h / Heating

3.1: 92 percent / LiAlH₄ / diethyl ether / 12 h / 25 °C

4.1: 84 percent / imidazole; DMAP / CH₂Cl₂ / 8 h / 25 °C

5.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

6.1: toluene / 1 h / -78 °C

6.2: NaH / tetrahydrofuran / 1 h / 0 °C

6.3: TBAI / tetrahydrofuran / 12 h / 25 °C

7.1: 93 percent / TBAF / tetrahydrofuran / 12 h / 25 °C

8.1: 93 percent / iPr₂NEt / CH₂Cl₂ / 8 h / 0 - 25 °C

9.1: OsO₄; NMO; pyridine / acetone; H₂O / 12 h / 25 °C

9.2: 91 percent / NaIO₄ / tetrahydrofuran; H₂O / 2 h / 25 °C

With pyridine; 1H-imidazole; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; tin(IV) chloride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene; 5.1: Dess-Martin oxidation;
DOI:10.1002/anie.200460203