(R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-one

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Chemical Name:(R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-one
CAS No.:175777-60-3
Molecular Formula:C₁₉H₂₆O₄
Molecular Weight:318.413
Hs Code.:

Synonyms:(R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-one

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Chemical Property of (R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-one

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Technology Process of (R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-one

There total 13 articles about (R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-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: 92.0%

: 175664-11-6
(2R,3S,2R,3S)-2-<2'-<3-(benzyloxy)tetrahydropyran-2-yl>ethyl>tetrahydropyran-3-ol

: 175777-60-3
(R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-one

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo950547+

Reference yield:

: 63598-39-0
(2R,4aR,8aS)-2-phenylhexahydropyrano<3,2-d>-1,3-dioxin

: 175777-60-3
(R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-one

Guidance literature:: Multi-step reaction with 9 steps

1: 94 percent / DIBAH / CH₂Cl₂ / 30 h / 25 °C

2: 77 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.92 h / -78 °C

3: 77 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 3 h / 0 °C

4: 71 percent / Na₂CO₃ / methanol / 0.5 h / 25 °C

5: 68 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 12 h

6: 1.) n-BuLi / 1) THF, , -35 deg C, 1 h; 2) THF, 25 deg C, 1.5 h

7: 88 percent / BF₃*Et₂O / acetonitrile / 1.5 h / 0 °C

8: 88 percent / H₂ / Pd/C / ethyl acetate / 2 h / 25 °C

9: 92 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

With n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; sodium acetate; diisobutylaluminium hydride; sodium carbonate; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jo950547+

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 175777-60-3
(R)-2-[2-((2R,3S)-3-Benzyloxy-tetrahydro-pyran-2-yl)-ethyl]-dihydro-pyran-3-one

Guidance literature:: Multi-step reaction with 10 steps

1: 92 percent / CSA / dimethylformamide / 4 h / 50 °C

2: 94 percent / DIBAH / CH₂Cl₂ / 30 h / 25 °C

3: 77 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.92 h / -78 °C

4: 77 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 3 h / 0 °C

5: 71 percent / Na₂CO₃ / methanol / 0.5 h / 25 °C

6: 68 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 12 h

7: 1.) n-BuLi / 1) THF, , -35 deg C, 1 h; 2) THF, 25 deg C, 1.5 h

8: 88 percent / BF₃*Et₂O / acetonitrile / 1.5 h / 0 °C

9: 88 percent / H₂ / Pd/C / ethyl acetate / 2 h / 25 °C

10: 92 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

With n-butyllithium; oxalyl dichloride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; sodium acetate; diisobutylaluminium hydride; sodium carbonate; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo950547+