Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-tetrahydro-pyran-3-yl ester
• CAS No.: 83060-57-5
• Molecular Formula: C₃₇H₄₄ClNO₁₆
• Molecular Weight: 794.206
• Mol file: 83060-57-5.mol

Synonyms:Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-tetrahydro-pyran-3-yl ester

There total 1 articles about Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-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: 100.0%

2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate (83060-56-4) → Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-tetrahydro-pyran-3-yl ester (83060-57-5)

Guidance literature:

With hydrogenchloride; In dichloromethane;

DOI:10.1021/ja9819458

Reference yield: 25.0%

L-erythro-Nα,Nim-di-tert-butoxycarbonyl-β-hydroxyhistidine benzyl ester (83044-04-6) + Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-tetrahydro-pyran-3-yl ester (83060-57-5) → C55H66N4O21 (83060-58-6)

Guidance literature:

With silver trifluoromethanesulfonate; tetramethylurea; In 1,2-dichloro-ethane; at 45 ℃; for 12h;

DOI:10.1021/ja00384a067

Reference yield:

Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6S)-6-acetoxymethyl-4,5-bis-benzyloxy-2-chloro-tetrahydro-pyran-3-yloxy)-4-acetylcarbamoyloxy-tetrahydro-pyran-3-yl ester (83060-57-5) → C58H76N4O25 (83060-60-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 21 percent / AgOTf, tetramethylurea / 1,2-dichloro-ethane / 24 h / 45 °C

2: 72 percent / pyridine / 2 h / 25 °C

3: 68 percent / H₂ / 5percent Pd/C / ethyl acetate

With pyridine; hydrogen; silver trifluoromethanesulfonate; tetramethylurea; palladium on activated charcoal; In ethyl acetate; 1,2-dichloro-ethane;

DOI:10.1021/ja9819458

upstream raw materials:

2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate

Downstream raw materials:

C₅₅H₆₆N₄O₂₁

C₅₈H₇₆N₄O₂₅

C₆₅H₈₂N₄O₂₅