(3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one

Base Information

Chemical Name:(3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one
CAS No.:156474-43-0
Molecular Formula:C₁₅H₂₀O₂Se
Molecular Weight:311.283
Hs Code.:

Synonyms:(3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one

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Technology Process of (3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one

There total 8 articles about (3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one 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: 82.0%

: 71098-88-9
N-phenylselanylphthalimide

: 156474-42-9
(Z)-(2S,4R)-2,4-Dimethyl-hept-5-enoic acid

: 156474-43-0
(3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one

Guidance literature:: With tin(IV) chloride; In dichloromethane;
DOI:10.1016/S0040-4039(00)73057-7

Reference yield:

: 2121-69-9,54630-82-9,107173-22-8,3817-48-9
(2R,4S)-2,4-dimethylpentane-1,5-diol

: 156474-43-0
(3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: porcine pancreatic lipase on celite

2: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 25 °C

3: n-BuLi / tetrahydrofuran / 0 °C

4: 3N NaOH, Bu₄NOH / H₂O; tetrahydrofuran / 60 °C

5: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 25 °C

6: NaO₂Cl, KH₂PO₄, 2-methy-2-butene / 2-methyl-propan-2-ol; H₂O

7: 82 percent / 10percent SnCl₄ / CH₂Cl₂

With sodium hydroxide; sodium chlorite; potassium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; porcine pancreatic lipase on Celite; tetra(n-butyl)ammonium hydroxide; tin(IV) chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)73057-7

Reference yield:

: 90270-02-3,97937-36-5
(2R,4S)-1-hydroxy-2,4-dimethylpentyl acetate

: 156474-43-0
(3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 25 °C

2: n-BuLi / tetrahydrofuran / 0 °C

3: 3N NaOH, Bu₄NOH / H₂O; tetrahydrofuran / 60 °C

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 25 °C

5: NaO₂Cl, KH₂PO₄, 2-methy-2-butene / 2-methyl-propan-2-ol; H₂O

6: 82 percent / 10percent SnCl₄ / CH₂Cl₂

With sodium hydroxide; sodium chlorite; potassium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; tetra(n-butyl)ammonium hydroxide; tin(IV) chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)73057-7