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

Base Information

Chemical Name: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
CAS No.:893443-59-9
Molecular Formula:C₅₀H₅₃N₃O₁₂
Molecular Weight:887.984
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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: 78.0%

: 195192-50-8
ethyl 6-O-benzoyl-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 258286-43-0
methyl 3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

: 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

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -5 ℃;
DOI:10.1016/j.tetlet.2006.03.045

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 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

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:

: 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

: 893443-59-9
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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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