2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester

Base Information

• Chemical Name: 2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester
• CAS No.: 192753-12-1
• Molecular Formula: C₃₄H₄₀O₉
• Molecular Weight: 592.686
• Mol file: 192753-12-1.mol

Synonyms:2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester

Chemical Property of 2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester

There total 1 articles about 2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl 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: 76.0%

3,4,6-tri-O-benzyl-D-glucal epoxide (74372-90-0) + diethyl malonate (105-53-3) → 2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester (192753-12-1)

Guidance literature:

With sodium hydride; zinc(II) chloride; In tetrahydrofuran; for 0.5h;

DOI:10.1016/S0960-894X(97)00251-5

Reference yield: 81.0%

2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester (192753-12-1) → 2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-propane-1,3-diol

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 0.416667h; Heating;

DOI:10.1016/S0960-894X(97)00251-5

Reference yield: 79.0%

2-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester (192753-12-1) → 2-((2S,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-malonic acid diethyl ester

Guidance literature:

With sodium tetrahydroborate; acetic anhydride; dimethyl sulfoxide;

DOI:10.1016/S0960-894X(97)00251-5

upstream raw materials:

3,4,6-tri-O-benzyl-D-glucal epoxide

diethyl malonate