Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-2-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-4-yloxy}-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-2-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-4-yloxy}-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester
• CAS No.: 85464-56-8
• Molecular Formula: C₅₃H₅₆N₄O₁₉
• Molecular Weight: 1053.04

Synonyms:

Chemical Property of Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-2-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-4-yloxy}-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-2-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-4-yloxy}-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester

There total 4 articles about Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-2-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-4-yloxy}-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-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:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((4aR,6S,7R,8R,8aS)-7-benzyloxycarbonylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester (85464-55-7) → Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-2-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-4-yloxy}-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester (85464-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1: HClO₄ / acetone / 4 h / Ambient temperature

2: pyridine / 2 h / Ambient temperature

With pyridine; perchloric acid; In acetone;

DOI:10.1016/S0040-4039(00)85695-6

Reference yield:

methyl 4,6-O-benzylidene-2-(benzyloxycarbonyl)amino-2-deoxy-α-D-glucopyranoside (60076-41-7) → Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-2-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-4-yloxy}-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester (85464-56-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / sym-collidine, AgClO₄ / benzene; dioxane / 0.5 h / Ambient temperature

2: HClO₄ / acetone / 4 h / Ambient temperature

3: pyridine / 2 h / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; perchloric acid; silver perchlorate; In 1,4-dioxane; acetone; benzene;

DOI:10.1016/S0040-4039(00)85695-6

Reference yield:

3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitroanilino)-α-D-glucopyranosyl bromide (3068-36-8) → Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-2-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-4-yloxy}-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester (85464-56-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / sym-collidine, AgClO₄ / benzene; dioxane / 0.5 h / Ambient temperature

2: HClO₄ / acetone / 4 h / Ambient temperature

3: pyridine / 2 h / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; perchloric acid; silver perchlorate; In 1,4-dioxane; acetone; benzene;

DOI:10.1016/S0040-4039(00)85695-6

upstream raw materials:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-4-yloxy)-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester

mono-4-methoxytrityl chloride

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((4aR,6S,7R,8R,8aS)-7-benzyloxycarbonylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-5-(2,4-dinitro-phenylamino)-tetrahydro-pyran-4-yl ester

methyl 4,6-O-benzylidene-2-(benzyloxycarbonyl)amino-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

Acetic acid (2R,3S,4R,5R,6S)-5-benzyloxycarbonylamino-4-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl ester

C₄₅H₅₁N₃O₁₆

Acetic acid (3S,4R,5R,6S)-2-acetoxy-5-benzyloxycarbonylamino-4-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-tetrahydro-pyran-3-yl ester

C₄₁H₄₇N₃O₁₃

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