phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2R,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside

Base Information

• Chemical Name: phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2R,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside
• CAS No.: 1030632-48-4
• Molecular Formula: C₃₇H₆₂O₉Si₂
• Molecular Weight: 707.065
• Mol file: 1030632-48-4.mol

Synonyms:phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2R,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside

Chemical Property of phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2R,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2R,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside

There total 1 articles about phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2R,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside 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: 95.0%

tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate (865484-73-7) + phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside (1030632-45-1) → phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2R,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside (1030632-48-4)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol800697k

Reference yield: 93.0%

phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2R,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside (1030632-48-4) → phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2S,5R,6S)-5,6-dihydro-5-hydroxy-6-methyl-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside (1030632-52-0)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; dichloromethane; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol800697k

upstream raw materials:

tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate

phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside

Downstream raw materials:

phenylmethyl 3-O-(tert-butyldimethylsilyl)-4-O-[3-O-[(2S,5R,6S)-5,6-dihydro-5-hydroxy-6-methyl-2H-pyran-2-yl]-4-O-(tert-butyldimethylsilyl)-β-D-olivopyranosyl]-β-D-olivopyranoside