phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:865096-51-1
Molecular Formula:C₃₅H₃₃NO₈S₂
Molecular Weight:659.781
Hs Code.:

Synonyms:phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside

There total 1 articles about phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-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: 88.0%

: 124-63-0
methanesulfonyl chloride

: 159734-70-0
phenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 865096-51-1
phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 40 ℃; for 11h;
DOI:10.1016/j.carres.2005.06.010

Reference yield: 70.0%

: 865096-51-1
phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside

: 127-08-2
potassium acetate

: 865096-52-2
phenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Guidance literature:: 18-crown-6 ether; In N,N-dimethyl-formamide; at 140 ℃; for 14h;
DOI:10.1016/j.carres.2005.06.010

Reference yield:

: 865096-51-1
phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside

: 865096-53-3
phenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / 18-crown-6 / dimethylformamide / 14 h / 140 °C

2: 65 percent / N-bromosuccinimide; diethylaminosulfur trifluoride / CH₂Cl₂ / 5.5 h / -15 - 0 °C

3: 68 percent / Cp₂HfCl₂; AgClO₄ / CH₂Cl₂ / 24 h / -78 - -50 °C

With N-Bromosuccinimide; bis(cyclopentadienyl)hafnium dichloride; diethylamino-sulfur trifluoride; silver perchlorate; 18-crown-6 ether; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2005.06.010