3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose

Base Information

• Chemical Name: 3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose
• CAS No.: 1448242-64-5
• Molecular Formula: C₇₁H₁₁₄O₁₃Si
• Molecular Weight: 1203.76

Synonyms:3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose

Chemical Property of 3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose

Chemical Property:

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Technology Process of 3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose

There total 1 articles about 3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose 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: 93.0%

3′-O-benzyl-4,6;4′,6′-di-O-benzylidene-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose (1448242-60-1) → 3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose (1448242-64-5)

Guidance literature:

With triethylsilane; phenylborondichloride; In dichloromethane; at -78 - -20 ℃; for 7h; regioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/jo4012255

Reference yield: 95.0%

3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose (1448242-64-5) + 1-hexadecylcarboxylic acid (57-10-3) → 3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3,6,6′-tetra-O-palmitoyl-α,α-D-trehalose (1448242-67-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo4012255

Reference yield: 83.0%

3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose (1448242-64-5) + (S)-(+)-2-Methyldecanoic acid (74036-83-2) → 3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-3-O-[(S)-2-methyloctadecanoyl]-6,6′-di-O-[(S)-2-methyldecanoyl]-2-O-palmitoyl-α,α-D-trehalose (1448242-68-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo4012255

upstream raw materials:

3′-O-benzyl-4,6;4′,6′-di-O-benzylidene-2′-O-tert-butyldimethylsilyl-2,3-di-O-palmitoyl-α,α-D-trehalose

Downstream raw materials:

3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-2,3,6,6′-tetra-O-palmitoyl-α,α-D-trehalose

3′,4,4′-tri-O-benzyl-2′-O-tert-butyldimethylsilyl-3-O-[(S)-2-methyloctadecanoyl]-6,6′-di-O-[(S)-2-methyldecanoyl]-2-O-palmitoyl-α,α-D-trehalose

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