Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester
CAS No.:79849-90-4
Molecular Formula:C₁₉H₁₈N₆O₄
Molecular Weight:394.39
Hs Code.:

Synonyms:Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester

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Chemical Property of Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester

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Technology Process of Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester

There total 2 articles about Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester 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: 57.0%

: 79849-89-1
Benzoic acid (2R,3R,4S,5R)-2-benzyloxy-4-(toluene-4-sulfonyloxy)-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester

: 79849-90-4
Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 120 ℃; for 5h;
DOI:10.1246/cl.1981.1317

Reference yield:

: 79849-88-0
1,2-di-O-benzoyl-3,5-di-O-tosyl-D-xylofuranose

: 79849-90-4
Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) HBr, 2.) Hg(CN)2 / 1.) CH₂Cl₂; 2.) rt, 15 h

2: 57 percent / sodium azide / dimethylformamide / 5 h / 120 °C

With sodium azide; hydrogen bromide; mercury(II) cyanide; In N,N-dimethyl-formamide;
DOI:10.1246/cl.1981.1317

Reference yield:

: 79849-90-4
Benzoic acid (2R,3R,4R,5R)-4-azido-5-azidomethyl-2-benzyloxy-tetrahydro-furan-3-yl ester

: 79849-94-8
C₁₉H₁₇N₅O₄

Guidance literature:: Multi-step reaction with 7 steps

1: sodium methylate

2: pyridine / 0 °C

3: H₂ / Pd-C / methanol / 5 h / 0 °C

5: H₂ / Pd-black / acetic acid / 6080 Torr

6: CrO₃ / acetic acid / Ambient temperature

7: 47 percent / sodium azide

With pyridine; chromium(VI) oxide; sodium azide; hydrogen; sodium methylate; palladium on activated charcoal; palladium; In methanol; acetic acid;
DOI:10.1246/cl.1981.1317