(S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde

Base Information

Chemical Name:(S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde
CAS No.:81987-63-5
Molecular Formula:C₂₄H₃₆O₄
Molecular Weight:388.547
Hs Code.:

Synonyms:(S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde

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Chemical Property of (S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde

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Technology Process of (S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde

There total 7 articles about (S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde 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:

: 82042-00-0
2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether

: 81987-63-5
(S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;
DOI:10.1021/ja00379a029

Reference yield:

: 81987-61-3
(S)-2-{(1R,4R,5R)-4-Hydroxy-5-methyl-5-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-propionic acid

: 81987-63-5
(S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde

Guidance literature:: Multi-step reaction with 7 steps

2: H₂ / PtO₂ / ethyl acetate / 2.5 h / Ambient temperature

3: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

4: pyridine / 12 h / 0 - 5 °C

5: dimethylsulfoxide / 2 h / 90 °C

6: 88 percent / NaH, Bu₄NI / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 30 min, 2.) room temperature, 1 h, 3.) 50 deg C, 10 h

7: i-Bu₂AlH₄ / toluene / 1 h / -78 °C

With lithium aluminium tetrahydride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; platinum(IV) oxide; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1021/ja00379a029

Reference yield:

: 82041-93-8
methyl α,5-dimethyl-4-hydroxy-5-<1-<(tetrahydro-2H-pyran-2-yl)oxy>ethyl>-2-cyclopentene-1-acetate

: 81987-63-5
(S)-3-{(1S,2R,3S)-3-Benzyloxy-2-methyl-2-[(S)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyraldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / PtO₂ / ethyl acetate / 2.5 h / Ambient temperature

2: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

3: pyridine / 12 h / 0 - 5 °C

4: dimethylsulfoxide / 2 h / 90 °C

5: 88 percent / NaH, Bu₄NI / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 30 min, 2.) room temperature, 1 h, 3.) 50 deg C, 10 h

6: i-Bu₂AlH₄ / toluene / 1 h / -78 °C

With lithium aluminium tetrahydride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; platinum(IV) oxide; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1021/ja00379a029