3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Base Information

• Chemical Name: 3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester
• CAS No.: 330184-05-9
• Molecular Formula: C₆₂H₆₂N₂O₁₇
• Molecular Weight: 1107.18

Synonyms:3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Chemical Property of 3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

There total 3 articles about 3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-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:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + 2-Fluoro-3,5-dinitro-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester (330184-00-4) → 3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester (330184-05-9) + 3,5-Dinitro-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:

With N,N'-dimethylpiperazine; lithium carbonate; In dichloromethane; at 20 ℃; for 17h;

DOI:10.1021/ol006988j

Reference yield:

2-fluoro-3,5-dinitrobenzoic acid (445-65-8) → 3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester (330184-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (COCl)2 / dimethylformamide; CH₂Cl₂ / 0.25 h / 20 °C

1.2: 2,6-lutidine / dimethylformamide; CH₂Cl₂

1.3: 63 percent / dimethylformamide; CH₂Cl₂ / 2 h

2.1: 1,4-dimethylpiperazine; Li₂CO₃ / CH₂Cl₂ / 17 h / 20 °C

With N,N'-dimethylpiperazine; oxalyl dichloride; lithium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol006988j

Reference yield:

methyl 2,3-di-O-benzyl-α-D-glucopyranoside (17791-36-5) → 3,5-Dinitro-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester (330184-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (COCl)2 / dimethylformamide; CH₂Cl₂ / 0.25 h / 20 °C

1.2: 2,6-lutidine / dimethylformamide; CH₂Cl₂

1.3: 63 percent / dimethylformamide; CH₂Cl₂ / 2 h

2.1: 1,4-dimethylpiperazine; Li₂CO₃ / CH₂Cl₂ / 17 h / 20 °C

With N,N'-dimethylpiperazine; oxalyl dichloride; lithium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol006988j

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

2-Fluoro-3,5-dinitro-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

2-fluoro-3,5-dinitrobenzoic acid

methyl 2,3-di-O-benzyl-α-D-glucopyranoside

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