1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose

Base Information

Chemical Name:1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose
CAS No.:921202-67-7
Molecular Formula:C₂₁H₂₀F₂O₅S
Molecular Weight:422.45
Hs Code.:

Synonyms:1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose

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Chemical Property of 1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose

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Technology Process of 1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose

There total 7 articles about 1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose 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: 97.0%

: 2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose

: 108-24-7
acetic anhydride

: 921202-67-7
1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ol062576k

Reference yield:

: Benzoic acid (2R,4R)-4-benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-trifluoromethanesulfonyloxy-butyl ester

: 921202-67-7
1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / CsF / dimethylformamide / 13 h / 20 °C

2.1: CF₃COOH / tetrahydrofuran; H₂O / 1 h

2.2: NaIO₄ / methanol; H₂O / 1.5 h

2.3: 64 percent / HCl / methanol

3.1: 97 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; cesium fluoride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol062576k

Reference yield:

: 921202-63-3
Benzoic acid (S)-2-acetylsulfanyl-4-benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-butyl ester

: 921202-67-7
1-O-acetyl-2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-L-xylofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: CF₃COOH / tetrahydrofuran; H₂O / 1 h

1.2: NaIO₄ / methanol; H₂O / 1.5 h

1.3: 64 percent / HCl / methanol

2.1: 97 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol062576k