1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose

Base Information

Chemical Name:1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose
CAS No.:786709-97-5
Molecular Formula:C₁₉H₁₉FO₄
Molecular Weight:330.356
Hs Code.:

Synonyms:1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose

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Chemical Property of 1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose

Chemical Property:

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Technology Process of 1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose

There total 10 articles about 1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose 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: 77.0%

: 786709-96-4
Benzoic acid (2R,3R,4R)-2-benzyloxy-3-fluoro-4-hydroxy-pentyl ester

: 786709-97-5
1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.166667h;
DOI:10.1021/ol048459b

Reference yield:

: 14645-35-3
methyl 3-fluoro-α-D-3-deoxy-arabinofuranoside

: 786709-97-5
1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose

Guidance literature:: Multi-step reaction with 9 steps

1: 78 percent / pyridine / 20 °C

2: 65 percent / trifluoromethanesulfonic acid / cyclohexane; CH₂Cl₂ / 20 °C

3: 66 percent / sodium methoxide / methanol / 3 h / 20 °C

4: pyridine / CH₂Cl₂ / 0.5 h

5: 998 mg / sodium borohydride / acetonitrile / 20 °C

6: 74 percent / hydrochloric acid / dioxane / 5 h / Heating

7: 64 percent / NaBH₄ / methanol / 2 h / 20 °C

8: 80 percent / pyridine / 20 °C

9: 77 percent / oxalyl chloride; dimethyl sulfoxide; diisopropylethylamine / CH₂Cl₂ / 0.17 h

With pyridine; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; trifluorormethanesulfonic acid; sodium methylate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; cyclohexane; acetonitrile; 9: Swern oxidation;
DOI:10.1021/ol048459b

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 786709-97-5
1,3-dideoxy-3-fluoro-4-O-benzyl-5-O-benzoyl-D-xylulose

Guidance literature:: Multi-step reaction with 8 steps

1: 65 percent / trifluoromethanesulfonic acid / cyclohexane; CH₂Cl₂ / 20 °C

2: 66 percent / sodium methoxide / methanol / 3 h / 20 °C

3: pyridine / CH₂Cl₂ / 0.5 h

4: 998 mg / sodium borohydride / acetonitrile / 20 °C

5: 74 percent / hydrochloric acid / dioxane / 5 h / Heating

6: 64 percent / NaBH₄ / methanol / 2 h / 20 °C

7: 80 percent / pyridine / 20 °C

8: 77 percent / oxalyl chloride; dimethyl sulfoxide; diisopropylethylamine / CH₂Cl₂ / 0.17 h

With pyridine; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; trifluorormethanesulfonic acid; sodium methylate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; cyclohexane; acetonitrile; 8: Swern oxidation;
DOI:10.1021/ol048459b