((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid

Base Information

• Chemical Name: ((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid
• CAS No.: 196412-35-8
• Molecular Formula: C₃₆H₃₇NO₇
• Molecular Weight: 595.692

Synonyms:((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid

Chemical Property of ((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid

Chemical Property:

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Technology Process of ((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid

There total 1 articles about ((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid 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: 99.0%

ethyl iodoacetae (623-48-3) → ((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid (196412-35-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 0.833333h;

DOI:10.1002/hlca.19970800509

Reference yield: 95.0%

dimethyl acetylenedicarboxylate (762-42-5) + ((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid (196412-35-8) → (5R,6R,7S,8S)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester (196412-36-9)

Guidance literature:

With acetic anhydride; In benzene; 2h, 25 deg C; 30 min, 90 deg C;

DOI:10.1002/hlca.19970800509

Reference yield: 42.0%

((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetic acid (196412-35-8) → 2-((2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-oxo-piperidin-1-yl)-acetamide

Guidance literature:

With ammonium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; for 0.166667h;

DOI:10.1002/hlca.19970800509

upstream raw materials:

ethyl iodoacetae

Downstream raw materials:

(5R,6R,7S,8S)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-2-(toluene-4-sulfonyl)-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridine

(5R,6R,7S,8S)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1-carboxylic acid methyl ester

(5R,6R,7S,8S)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-2-carboxylic acid methyl ester

(5R,6R,7S,8S)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

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