(5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-dihydro-pyran-3-one

Base Information

Chemical Name:(5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-dihydro-pyran-3-one
CAS No.:850753-04-7
Molecular Formula:C₂₆H₂₆O₆S
Molecular Weight:466.555
Hs Code.:

Synonyms:(5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-dihydro-pyran-3-one

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Chemical Property of (5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-dihydro-pyran-3-one

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Technology Process of (5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-dihydro-pyran-3-one

There total 6 articles about (5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-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: 88.0%

: 850753-03-6
(5S,6R)-5-Benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-dihydro-pyran-3-one

: 850753-04-7
(5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-dihydro-pyran-3-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 - 0 ℃;
DOI:10.1016/j.tetlet.2005.02.039

Reference yield:

: 149342-25-6,92131-91-4
((2R,3S)-3-acetoxy-3,6-dihydro-2H-pyran-2-yl)methyl acetate

: 850753-04-7
(5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-dihydro-pyran-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: K₂CO₃ / methanol

1.2: 90 percent / NaH / tetrahydrofuran; dimethylformamide

2.1: 83 percent / DBU / RhCl(PPh₃)3 / ethanol / 60 °C

3.1: OsO₄; NMO / acetone

3.2: 93 percent / DMAP / pyridine

4.1: 90 percent / SnCl₄ / CH₂Cl₂ / -20 - 0 °C

5.1: K₂CO₃ / methanol

5.2: 92 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

6.1: 88 percent / m-CPBA / CH₂Cl₂ / -40 - 0 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; tin(IV) chloride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; RhCl(PPh₃)3; In methanol; ethanol; dichloromethane; acetone; 5.2: Swern oxidation;
DOI:10.1016/j.tetlet.2005.02.039

Reference yield:

: 2873-29-2
D-glucal triacetate

: 850753-04-7
(5S,6R)-2-Benzenesulfonyl-5-benzyloxy-6-benzyloxymethyl-dihydro-pyran-3-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 78 percent / Et₃SiH; BF₃*Et₂O / acetonitrile / -20 °C

2.1: K₂CO₃ / methanol

2.2: 90 percent / NaH / tetrahydrofuran; dimethylformamide

3.1: 83 percent / DBU / RhCl(PPh₃)3 / ethanol / 60 °C

4.1: OsO₄; NMO / acetone

4.2: 93 percent / DMAP / pyridine

5.1: 90 percent / SnCl₄ / CH₂Cl₂ / -20 - 0 °C

6.1: K₂CO₃ / methanol

6.2: 92 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

7.1: 88 percent / m-CPBA / CH₂Cl₂ / -40 - 0 °C

With triethylsilane; osmium(VIII) oxide; N-methyl-2-indolinone; boron trifluoride diethyl etherate; tin(IV) chloride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; RhCl(PPh₃)3; In methanol; ethanol; dichloromethane; acetone; acetonitrile; 6.2: Swern oxidation;
DOI:10.1016/j.tetlet.2005.02.039