(2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

Chemical Name:(2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
CAS No.:893443-74-8
Molecular Formula:C₄₀H₅₁N₃O₁₅
Molecular Weight:813.856
Hs Code.:

(2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

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Suppliers and Price of (2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-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-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-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-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 9 articles about (2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-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:

: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl nitrate

: 893443-74-8
(2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 8 steps

1: NaI / acetonitrile

2: Bu₄NI / CH₂Cl₂

3: MeONa / methanol

4: 76 percent / TsOH / acetonitrile

5: 82 percent / TMSOTf; MS AW-300 / CH₂Cl₂

6: 86 percent / Me₃N*BH₃; AlCl₃; H₂O / tetrahydrofuran

7: 62 percent / MS AW-300; AgOTf / CH₂Cl₂; toluene / 20 °C

8: MeONa / methanol

With aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; MS AW-300; water; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2006.03.045

Reference yield:

: 893443-72-6
acetic acid 4,5-diacetoxy-2-[3-(4-acetoxy-6-acetoxymethyl-3,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy]-6-acetoxymethyl-tetrahydro-pyran-3-yl ester

: 893443-74-8
(2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1016/j.tetlet.2006.03.045

Reference yield:

: 893443-63-5
Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3R,4R,5R,6R)-3-azido-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-3-yl ester

: 893443-74-8
(2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-5-((2R,3R,4S,5S,6R)-3,5-bis-benzyloxy-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / MS AW-300; AgOTf / CH₂Cl₂; toluene / 20 °C

2: MeONa / methanol

With MS AW-300; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2006.03.045