phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:791790-05-1
Molecular Formula:C₂₈H₂₅NO₇S
Molecular Weight:519.575
Hs Code.:

Synonyms:phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 6 articles about phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-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:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 136882-36-5,79528-50-0
2-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

: 791790-05-1
phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In toluene; at 90 ℃; for 3h;
DOI:10.1055/s-2002-20962

Reference yield:

: 85-44-9
phthalic anhydride

: 791790-05-1
phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe; Et₃N / methanol / 24.75 h

2: pyridine / 48 h / 20 °C

3: 76 percent / TMSOTf / CH₂Cl₂ / 7 h / 20 °C

4: NaOMe / methanol; CH₂Cl₂ / 2 h / -10 °C

5: 6.75 g / camphorsulfonic acid / toluene / 3 h / 90 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; triethylamine; In methanol; dichloromethane; toluene;
DOI:10.1055/s-2002-20962

Reference yield:

: 10022-13-6,31505-44-9,81704-02-1,116347-84-3,131234-07-6,144300-04-9,79733-86-1
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose

: 791790-05-1
phenyl 4,6-O-(p-methoxybenzylidene)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / TMSOTf / CH₂Cl₂ / 7 h / 20 °C

2: NaOMe / methanol; CH₂Cl₂ / 2 h / -10 °C

3: 6.75 g / camphorsulfonic acid / toluene / 3 h / 90 °C

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; In methanol; dichloromethane; toluene;
DOI:10.1055/s-2002-20962