Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester
CAS No.:90661-44-2
Molecular Formula:C₁₉H₂₃N₃O₈
Molecular Weight:421.407
Hs Code.:

Synonyms:Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester

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Technology Process of Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester

There total 12 articles about Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-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: 97.0%

: (3R,4S,5R)-5-((R)-1-Azido-2-benzyloxy-ethyl)-tetrahydro-furan-2,3,4-triol

: 108-24-7
acetic anhydride

: 90661-44-2
Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester

Guidance literature:: In pyridine; at 0 ℃;
DOI:10.1246/cl.1984.405

Reference yield:

: 90661-43-1
(3aR,6R,6aR)-6-((R)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one

: 90661-44-2
Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DIBAH / toluene / -78 °C

2: 70percent AcOH / 80 °C

3: 97 percent / pyridine / 0 °C

With diisobutylaluminium hydride; acetic acid; In pyridine; toluene;
DOI:10.1246/cl.1984.405

Reference yield:

: (3R,4S,5S)-5-[(S)-2-Benzyloxy-1-(methyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-dihydro-furan-2-one

: 90661-44-2
Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-((R)-1-azido-2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: p-TsOH / CH₂Cl₂ / Ambient temperature

2: 75 percent / KF / n-Bu₄N(+)*HSO₄(-) / H₂O; CH₂Cl₂

3: Et₃N / Ambient temperature

4: 71 percent / LiN₃ / hexamethylphosphoric acid triamide / 80 °C

5: DIBAH / toluene / -78 °C

6: 70percent AcOH / 80 °C

7: 97 percent / pyridine / 0 °C

With potassium fluoride; lithium azide; diisobutylaluminium hydride; acetic acid; triethylamine; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; In pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; toluene;
DOI:10.1246/cl.1984.405