methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:887747-73-1
Molecular Formula:C₄₁H₄₆O₉S
Molecular Weight:714.877
Hs Code.:

Synonyms:methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 9 articles about methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 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: 71.0%

: 887747-72-0
methyl 2-O-(2,3-di-O-benzyl-5-O-toluenesulfonyl-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 5188-07-8
sodium thiomethoxide

: 887747-73-1
methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With 18-crown-6 ether; In acetonitrile; for 12h; Heating;
DOI:10.1021/ja057373q

Reference yield: 71.0%

: 887747-73-1
methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:

Reference yield:

: 887747-62-8
p-tolyl 1-thio-β-L-xylofuranoside

: 887747-73-1
methyl 2-O-(2,3-di-O-benzyl-5-deoxy-5-methylthio-α-L-xylofuranosyl)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / DMAP; pyridine / 14 h / 45 °C

2.1: NaH / dimethylformamide / 0.08 h / 0 °C

2.2: 80 percent / dimethylformamide / 4 h

3.1: 81 percent / TsOH / CH₂Cl₂; methanol / 15 h

4.1: 77 percent / pyridine / 12 h / 20 °C

5.1: 73 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; AgOTf / CH₂Cl₂ / 0.25 h

6.1: 71 percent / 18-crown-6 / acetonitrile / 12 h / Heating

With pyridine; dmap; N-iodo-succinimide; 18-crown-6 ether; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja057373q