9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

Base Information

• Chemical Name: 9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester
• CAS No.: 190248-90-9
• Molecular Formula: C₅₄H₆₉NO₁₄
• Molecular Weight: 956.14

Synonyms:9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

Chemical Property of 9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

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Technology Process of 9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

There total 1 articles about 9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl 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: 77.0%

9-[(4aR,6R,7R,8R,8aS)-8-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester → 9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester (190248-90-9)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In diethyl ether;

DOI:10.1016/S0008-6215(97)00003-7

Reference yield: 82.0%

ethyl 2,4-di-O-benzyl-3,6-dideoxy-1-thio-β-L-xylo-hexopyranoside (190248-99-8) + 9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester (190248-90-9) → C74H91NO17 (190248-93-2)

Guidance literature:

With 2,4-di(tert-butyl)-4-methylpyridine; 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; for 0.266667h;

DOI:10.1016/S0008-6215(97)00003-7

Reference yield:

9-[(2R,3R,4R,5S,6R)-4-((2R,3R,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester (190248-90-9) → C72H89NO16

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / DMTST, 2,4-di-tert-butyl-4-methylpyridine, 4A molecular sieves / CH₂Cl₂ / 0.27 h

2: MeO^-

With methanolate; 2,4-di(tert-butyl)-4-methylpyridine; 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane;

DOI:10.1016/S0008-6215(97)00003-7

Downstream raw materials:

C₇₄H₉₁NO₁₇

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