(2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

Chemical Name:(2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
CAS No.:138133-83-2
Molecular Formula:C₁₉H₂₇N₃O₁₀
Molecular Weight:457.437
Hs Code.:

(2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Synonyms:(2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

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Chemical Property of (2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

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Technology Process of (2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 3 articles about (2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 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: 100.0%

: 138133-82-1
benzyl 4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-azido-2-deoxy-β-D-glucopyranoside

: 138133-83-2
(2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With sodium methylate; In tetrahydrofuran; methanol; for 5h; Ambient temperature;
DOI:10.1016/0008-6215(91)89048-K

Reference yield:

: 138133-81-0
Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-azido-6-bromo-4-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

: 138133-83-2
(2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / Drierite, Ag₂CO₃ / nitromethane / 20 h / -15 °C

2: 100 percent / MeONa / tetrahydrofuran; methanol / 5 h / Ambient temperature

With calcium sulfate; sodium methylate; silver carbonate; In tetrahydrofuran; methanol; nitromethane;
DOI:10.1016/0008-6215(91)89048-K

Reference yield:

: Acetic acid (2R,3S,4R,5R)-6-acetoxy-2-acetoxymethyl-5-azido-4-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

: 138133-83-2
(2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S,6R)-3-Azido-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / HBr / aq. acetic acid / 4 h / Ambient temperature

2: 54 percent / Drierite, Ag₂CO₃ / nitromethane / 20 h / -15 °C

3: 100 percent / MeONa / tetrahydrofuran; methanol / 5 h / Ambient temperature

With calcium sulfate; hydrogen bromide; sodium methylate; silver carbonate; In tetrahydrofuran; methanol; nitromethane; acetic acid;
DOI:10.1016/0008-6215(91)89048-K