N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide

Base Information

• Chemical Name: N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide
• CAS No.: 208592-88-5
• Molecular Formula: C₂₉H₃₂N₂O₆
• Molecular Weight: 504.583

Synonyms:N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide

Chemical Property of N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide

Chemical Property:

Purity/Quality:

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Technology Process of N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide

There total 2 articles about N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide 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:

(2R,3R,4R,5R)-2-Acetylamino-3,4,6-tris-benzyloxy-5-hydroxy-hexanoic acid amide (208592-84-1) → (2R,3R,4S,5R)-1-Acetyl-3,4-bis-benzyloxy-5-benzyloxymethyl-5-hydroxy-pyrrolidine-2-carboxylic acid amide + (2R,3R,4S)-2-Acetylamino-3,4,6-tris-benzyloxy-5-oxo-hexanoic acid amide + N-((3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide + N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide (208592-88-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 1.33333h; Yield given. Yields of byproduct given;

DOI:10.1002/hlca.19980810508

Reference yield:

(2R,3R,4R,5R)-2-Acetylamino-3,4,6-tris-benzyloxy-5-hydroxy-hexanoic acid amide (208592-84-1) → N-((3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide + N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide (208592-88-5)

Guidance literature:

With Dess-Martin periodane; acetic acid; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, 80 min; 2.) toluene, rt., 3 d;

DOI:10.1002/hlca.19980810508

Reference yield: 96.0%

N-((3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-acetamide (208592-88-5) → N-((3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-oxo-piperidin-3-yl)-acetamide (208592-90-9)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at -15 - -5 ℃; for 0.583333h;

DOI:10.1002/hlca.19980810508

upstream raw materials:

(2R,3R,4R,5R)-2-Acetylamino-3,4,6-tris-benzyloxy-5-hydroxy-hexanoic acid amide

Downstream raw materials:

N-((3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-oxo-piperidin-3-yl)-acetamide

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