5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone

Base Information

Chemical Name:5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone
CAS No.:916649-43-9
Molecular Formula:C₁₃H₁₆O₄
Molecular Weight:236.268
Hs Code.:

Synonyms:5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone

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Chemical Property of 5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone

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Technology Process of 5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone

There total 12 articles about 5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone 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:

: 15354-75-3
3-O-benzyl-1,2-O-cyclohexylidene-α-D-xylo-pentodialdo-1,4-furanose

: 916649-43-9
5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / CH₂Cl₂ / 2 h / 20 °C

2.1: 92 percent / hydrogen / PtO₂ / ethanol / 19 h / 20 °C

3.1: acetic acid / H₂O / 2 h / Heating

3.2: 81 percent / diethyl ether / 1.5 h / 20 °C

4.1: 98 percent / Kieselgel 60; NaIO₄ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

5.1: 77 percent / trifluoroacetic acid / H₂O / 1.5 h / 20 °C

6.1: sodium borohydride / methanol / 3.5 h / 0 - 20 °C

6.2: trifluoroacetic acid / methanol / 1 h / cooling

With sodium tetrahydroborate; sodium periodate; Kieselgel 60; hydrogen; acetic acid; trifluoroacetic acid; platinum(IV) oxide; In methanol; ethanol; dichloromethane; water; 1.1: Wittig reaction;
DOI:10.1016/j.tet.2006.09.054

Reference yield:

: 645403-02-7
3-O-benzyl-1,2-O-cyclohexilidene-α-D-xylofuranose

: 916649-43-9
5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 83 percent / dicyclohexyl carbodiimide; pyridine; H₃PO₄ / dimethylsulfoxide / 3.5 h / 20 °C

2.1: 97 percent / CH₂Cl₂ / 2 h / 20 °C

3.1: 92 percent / hydrogen / PtO₂ / ethanol / 19 h / 20 °C

4.1: acetic acid / H₂O / 2 h / Heating

4.2: 81 percent / diethyl ether / 1.5 h / 20 °C

5.1: 98 percent / Kieselgel 60; NaIO₄ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

6.1: 77 percent / trifluoroacetic acid / H₂O / 1.5 h / 20 °C

7.1: sodium borohydride / methanol / 3.5 h / 0 - 20 °C

7.2: trifluoroacetic acid / methanol / 1 h / cooling

With pyridine; sodium tetrahydroborate; sodium periodate; phosphoric acid; Kieselgel 60; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; platinum(IV) oxide; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; 2.1: Wittig reaction;
DOI:10.1016/j.tet.2006.09.054

Reference yield:

: C₂₁H₂₆O₆

: 916649-43-9
5-O-benzyl-2,3-dideoxy-D-threo-hexono-1,4-lactone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / hydrogen / PtO₂ / ethanol / 19 h / 20 °C

2.1: acetic acid / H₂O / 2 h / Heating

2.2: 81 percent / diethyl ether / 1.5 h / 20 °C

3.1: 98 percent / Kieselgel 60; NaIO₄ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

4.1: 77 percent / trifluoroacetic acid / H₂O / 1.5 h / 20 °C

5.1: sodium borohydride / methanol / 3.5 h / 0 - 20 °C

5.2: trifluoroacetic acid / methanol / 1 h / cooling

With sodium tetrahydroborate; sodium periodate; Kieselgel 60; hydrogen; acetic acid; trifluoroacetic acid; platinum(IV) oxide; In methanol; ethanol; dichloromethane; water;
DOI:10.1016/j.tet.2006.09.054