(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-2-methoxy-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-ol

Base Information

Chemical Name:(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-2-methoxy-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-ol
CAS No.:893443-60-2
Molecular Formula:C₄₁H₄₇N₃O₁₀
Molecular Weight:741.838
Hs Code.:

(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-2-methoxy-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-ol

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Chemical Property of (2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-2-methoxy-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-ol

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Technology Process of (2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-2-methoxy-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-ol

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

: 893443-60-2
(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-2-methoxy-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1: NaI / acetonitrile

2: Bu₄NI / CH₂Cl₂

3: MeONa / methanol

4: 76 percent / TsOH / acetonitrile

5: pyridine

6: 78 percent / Me₃N*BH₃; AlCl₃; H₂O / tetrahydrofuran

7: 78 percent / NIS; TfOH / CH₂Cl₂ / -5 °C

8: MeONa / methanol

With pyridine; N-iodo-succinimide; aluminium trichloride; trifluorormethanesulfonic acid; trimethylamine-borane; water; sodium methylate; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2006.03.045

Reference yield:

: 893443-59-9
Benzoic acid (2R,3R,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-4-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl ester

: 893443-60-2
(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-2-methoxy-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-ol

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

Reference yield:

: 894352-68-2
Acetic acid (2S,4aR,6S,7R,8R,8aR)-7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 893443-60-2
(2S,3R,4R,5R,6R)-3-Azido-6-benzyloxymethyl-2-methoxy-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / Me₃N*BH₃; AlCl₃; H₂O / tetrahydrofuran

2: 78 percent / NIS; TfOH / CH₂Cl₂ / -5 °C

3: MeONa / methanol

With N-iodo-succinimide; aluminium trichloride; trifluorormethanesulfonic acid; trimethylamine-borane; water; sodium methylate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tetlet.2006.03.045