.alpha.-L-Tagatofuranose, 6-azido-6-deoxy-3,4-O-(1-methylethylidene)-, 1,2-diacetate

Base Information

Chemical Name:.alpha.-L-Tagatofuranose, 6-azido-6-deoxy-3,4-O-(1-methylethylidene)-, 1,2-diacetate
CAS No.:151252-12-9
Molecular Formula:C₁₃H₁₉N₃O₇
Molecular Weight:329.31
Hs Code.:
Mol file:151252-12-9.mol

Synonyms:Furo[3,4-d]-1,3-dioxole,a-L-tagatofuranose deriv.

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Chemical Property of .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-3,4-O-(1-methylethylidene)-, 1,2-diacetate

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Technology Process of .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-3,4-O-(1-methylethylidene)-, 1,2-diacetate

There total 4 articles about .alpha.-L-Tagatofuranose, 6-azido-6-deoxy-3,4-O-(1-methylethylidene)-, 1,2-diacetate 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: 94.7%

: 108-24-7
acetic anhydride

: 473442-25-0
6-azido-6-deoxy-1,2;3,4-di-O-isopropylidene-β-D-ribohexulofuranose

: 473442-26-1,151252-12-9
1,2-di-O-acetyl-3,4-O-isopropylidene-6-azido-6-deoxy-β-D-ribohexulofuranose

Guidance literature:: With boron trifluoride diethyl etherate; for 2h;
DOI:10.1016/S0008-6215(02)00100-3

Reference yield:

: 18422-54-3
1,2;4,5-di-O-isopropylidene-β-D-fructopyranose

: 473442-26-1,151252-12-9
1,2-di-O-acetyl-3,4-O-isopropylidene-6-azido-6-deoxy-β-D-ribohexulofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 92.5 percent / 70 percent perchloric acid / acetone

2: triethylamine / CHCl₃ / 1 h

3: 4.6 g / LiN₃ / various solvent(s) / 2 h / 80 °C

4: 94.7 percent / BF₃*OEt₂ / 2 h

With perchloric acid; lithium azide; boron trifluoride diethyl etherate; triethylamine; In chloroform; acetone;
DOI:10.1016/S0008-6215(02)00100-3

Reference yield:

: 34626-95-4
1,2:3,4-di-O-isopropylidene-β-D-psicofuranose

: 473442-26-1,151252-12-9
1,2-di-O-acetyl-3,4-O-isopropylidene-6-azido-6-deoxy-β-D-ribohexulofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / CHCl₃ / 1 h

2: 4.6 g / LiN₃ / various solvent(s) / 2 h / 80 °C

3: 94.7 percent / BF₃*OEt₂ / 2 h

With lithium azide; boron trifluoride diethyl etherate; triethylamine; In chloroform;
DOI:10.1016/S0008-6215(02)00100-3