2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride

Base Information

Chemical Name:2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride
CAS No.:324739-87-9
Molecular Formula:C₂₀H₂₂FN₃O₃
Molecular Weight:371.411
Hs Code.:

Synonyms:2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride

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Chemical Property of 2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride

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Technology Process of 2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride

There total 12 articles about 2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride 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%

: 714957-16-1
2-azido-4,6-di-O-benzyl-2,3-dideoxy-α-D-ribo-hexopyranose

: 324739-87-9
2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride

Guidance literature:: With 4,4'-diaminostilbene-2,2'-disulfonic acid; In 1,2-dichloro-ethane; at -30 - 20 ℃;
DOI:10.1016/j.carres.2004.02.026

Reference yield:

: 25474-14-0
Ethyl-2,3-didesoxy-α-D-glycero-hex-2-enopyranosid-4-ulose

: 324739-87-9
2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride

Guidance literature:: Multi-step reaction with 5 steps

1: NaN₃ / acetic acid; H₂O / 5 h

2: 18 percent / NaBH₄ / methanol / 2 h / 0 °C

3: 64 percent / NaH / dimethylformamide / 3 h / 20 °C

4: 29 percent / HCl / acetic acid; H₂O

5: 77 percent / DAST / 1,2-dichloro-ethane / -30 - 20 °C

With hydrogenchloride; sodium tetrahydroborate; sodium azide; sodium hydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In methanol; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.02.026

Reference yield:

: 138663-47-5
methyl 4,6-O-benzylidene-3-deoxy-β-D-arabino-hexopyranoside

: 324739-87-9
2-azido-4,6-di-O-benzyl-2,3-dideoxy-D-ribo-hexopyranosyl fluoride

Guidance literature:: Multi-step reaction with 6 steps

1: 58 percent / DMAP; pyridine / CH₂Cl₂ / Heating

2: 84 percent / NaN₃; 18-crown-6 / dimethylformamide / 100 °C

3: 100 percent / acetic acid; H₂O / 0.5 h / 80 °C

4: 65 percent / NaH / dimethylformamide / 20 °C

5: 31 percent / HCl / acetic acid; H₂O / 20 h / 95 °C

6: 77 percent / DAST / 1,2-dichloro-ethane / -30 - 20 °C

With pyridine; hydrogenchloride; dmap; sodium azide; 18-crown-6 ether; sodium hydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.02.026