(1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde

Base Information

Chemical Name:(1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde
CAS No.:1027726-88-0
Molecular Formula:C₁₉H₂₆O₅S
Molecular Weight:366.478
Hs Code.:

Synonyms:(1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde

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Chemical Property of (1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde

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Technology Process of (1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde

There total 7 articles about (1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde 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:

: <(1S)-1-benzenesulfonyl-(2R)-2-methyl-2-<2-(tetrahydro-pyran-yloxy)-ethyl>-cyclobutyl>-methanol

: 1027726-88-0
(1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde

Guidance literature:: With 3 A molecular sieve; sodium acetate; pyridinium chlorochromate; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1016/0957-4166(95)00141-B

Reference yield:

: 165544-80-9
(1R)-1-<(2S)-2-benzenesulfonyl-2-hydroxymethyl-(1R)-1-methyl-cyclobutyl>-ethanol

: 1027726-88-0
(1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / imidazole / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 91 percent / pyridine / 3 h / 40 °C

3: 76 percent / DBU / 5 h / 120 °C

4: 1.) BH₃*SMe₂, 2.) H₂O₂, aq. NaOH / 1.) THF, from 0 deg C to RT, 12 h, 2.) THF, from 0 deg C to RT, 0.5 h

5: 87 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 6 h / Ambient temperature

6: 85 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

7: pyridinium chlorochromate, 3A molecular sieves, NaOAc / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; 1H-imidazole; sodium hydroxide; dimethylsulfide borane complex; 3 A molecular sieve; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0957-4166(95)00141-B

Reference yield:

: 165544-81-0
(1R)-1-<(2R)-2-benzenesulfonyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-(1S)-1-methyl-cyclobutyl>-ethanol

: 1027726-88-0
(1S,2R)-1-Benzenesulfonyl-2-methyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclobutanecarbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / pyridine / 3 h / 40 °C

2: 76 percent / DBU / 5 h / 120 °C

3: 1.) BH₃*SMe₂, 2.) H₂O₂, aq. NaOH / 1.) THF, from 0 deg C to RT, 12 h, 2.) THF, from 0 deg C to RT, 0.5 h

4: 87 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 6 h / Ambient temperature

5: 85 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

6: pyridinium chlorochromate, 3A molecular sieves, NaOAc / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; sodium hydroxide; dimethylsulfide borane complex; 3 A molecular sieve; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0957-4166(95)00141-B