phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside
CAS No.:1393472-05-3
Molecular Formula:C₄₃H₅₀O₁₂S
Molecular Weight:790.929
Hs Code.:

Synonyms:phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

There total 6 articles about phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-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: 71.0%

: 1261355-42-3
phenyl 6-O-benzyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

: 1393472-04-2
phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1393472-05-3
phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene; at -45 ℃; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.tet.2012.06.081

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-62-0,77481-63-1,105088-17-3,149495-84-1
(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 1393472-05-3
phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / acetonitrile / 0.5 h / 60 °C

2: pyridine / 2 h / 20 °C

3: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 4 h / 20 °C

4: N-iodo-succinimide; silver trifluoromethanesulfonate / tetrahydrofuran; dichloromethane; toluene / 1 h / -45 °C / Molecular sieve; Inert atmosphere

With pyridine; triethylsilane; N-iodo-succinimide; boron trifluoride diethyl etherate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.tet.2012.06.081

Reference yield:

: 1393472-02-0
phenyl 4,6-O-(2'-naphthyl)methylene-1-thio-β-D-glucopyranoside

: 1393472-05-3
phenyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 2 h / 20 °C

2: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 4 h / 20 °C

3: N-iodo-succinimide; silver trifluoromethanesulfonate / tetrahydrofuran; dichloromethane; toluene / 1 h / -45 °C / Molecular sieve; Inert atmosphere

With pyridine; triethylsilane; N-iodo-succinimide; boron trifluoride diethyl etherate; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tet.2012.06.081