4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: 4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester
• CAS No.: 81823-09-8
• Molecular Formula: C₇₆H₇₆N₂O₁₆S
• Molecular Weight: 1305.51

Synonyms:4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Chemical Property of 4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of 4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

There total 7 articles about 4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-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: 60.0%

4-Nitro-benzoic acid (3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(toluene-4-sulfonyloxy)-tetrahydro-pyran-3-yl ester + 2-<4-(p-toluenesulfonamido)phenyl>ethyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside (81823-04-3) → 4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (81823-09-8)

Guidance literature:

In acetonitrile; for 24h; Ambient temperature; in the dark;

DOI:10.1016/S0008-6215(00)88056-8

Reference yield:

3,4,6-tri-O-benzyl-D-glucopyranose (20672-66-6,40246-26-2,84926-76-1,114179-79-2,115184-49-1) → 4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (81823-09-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / pyridine / Ambient temperature

2: hydrogen chloride / diethyl ether / 24 h / Ambient temperature

3: acetonitrile / 0.25 h / Ambient temperature

4: acetonitrile / 24 h / Ambient temperature; in the dark

5: 89 percent / sodium ethoxide / ethanol / Ambient temperature

6: 60 percent / acetonitrile / 24 h / Ambient temperature; in the dark

With pyridine; hydrogenchloride; sodium ethanolate; In diethyl ether; ethanol; acetonitrile;

DOI:10.1016/S0008-6215(00)88056-8

Reference yield:

3,4,6-tri-O-benzyl-2-O-p-nitrobenzoyl-α-D-glucopyranosyl chloride (81823-02-1) → 4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (81823-09-8)

Guidance literature:

Multi-step reaction with 4 steps

1: acetonitrile / 0.25 h / Ambient temperature

2: acetonitrile / 24 h / Ambient temperature; in the dark

3: 89 percent / sodium ethoxide / ethanol / Ambient temperature

4: 60 percent / acetonitrile / 24 h / Ambient temperature; in the dark

With sodium ethanolate; In ethanol; acetonitrile;

DOI:10.1016/S0008-6215(00)88056-8

upstream raw materials:

2-<4-(p-toluenesulfonamido)phenyl>ethyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside

3,4,6-tri-O-benzyl-D-glucopyranose

2-<4-(p-toluenesulfonamido)-phenyl>ethanol

3,4,6-tri-O-benzyl-2-O-p-nitrobenzoyl-α-D-glucopyranosyl chloride

Downstream raw materials:

N-(4-{2-[(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-((2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-ethyl}-phenyl)-4-methyl-benzenesulfonamide

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