ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside
• CAS No.: 935657-40-2
• Molecular Formula: C₄₀H₈₄O₆SSi₃
• Molecular Weight: 777.426

Synonyms:ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Chemical Property of ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

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Technology Process of ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

There total 1 articles about ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside 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: 44.0%

ethyl 6-O-pivaloyl-1-thio-β-D-glucopyranoside (935657-42-4) + triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside (935657-40-2)

Guidance literature:

With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 100 ℃; for 41h;

DOI:10.1021/ol070427b

Reference yield: 62.0%

ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside (935657-40-2) + (1S,2R,5S)-(+)-menthol (15356-60-2) → 1,5-anhydro-6-O-pivaloyl-2,3,4-tris-O-(triisopropylsilyl)-D-arabino-hex-1-enitol + (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl 6-O-pivaloyl-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Guidance literature:

With methyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1021/ol070427b

Reference yield: 58.0%

ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside (935657-40-2) + (-)-menthol (2216-51-5) → 1,5-anhydro-6-O-pivaloyl-2,3,4-tris-O-(triisopropylsilyl)-D-arabino-hex-1-enitol + (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl 6-O-pivaloyl-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Guidance literature:

With methyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1021/ol070427b

upstream raw materials:

ethyl 6-O-pivaloyl-1-thio-β-D-glucopyranoside

triisopropylsilyl trifluoromethanesulfonate

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