phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside
CAS No.:653572-77-1
Molecular Formula:C₃₄H₃₇NO₁₅S
Molecular Weight:731.731
Hs Code.:

Synonyms:phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside

There total 6 articles about phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside 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: 74.0%

: 653572-76-0
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside

: 653572-77-1
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 25 ℃; for 6h;
DOI:10.1081/CAR-120026456

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 653572-77-1
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / pyridine / 3 h / 25 °C

2: 77.9 percent / 10-camphorsulfonic acid / dimethylformamide / 12 h / 20 °C

3: 93 percent / pyridine / 3 h

4: 92 percent / acetic acid / 1 h / 80 °C

5: 71 percent / molecular sieves 4 Angstroem; TESOTf / CH₂Cl₂ / 0.5 h / -30 °C

6: 74 percent / Bu₄NF / tetrahydrofuran / 6 h / 0 - 25 °C

With pyridine; 4 A molecular sieve; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/CAR-120026456

Reference yield:

: 195316-81-5
phenyl 6-O-(tert-butyl(diphenyl)silyl)-1-thio-β-D-galactopyranoside

: 653572-77-1
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl(1->3)-2-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 77.9 percent / 10-camphorsulfonic acid / dimethylformamide / 12 h / 20 °C

2: 93 percent / pyridine / 3 h

3: 92 percent / acetic acid / 1 h / 80 °C

4: 71 percent / molecular sieves 4 Angstroem; TESOTf / CH₂Cl₂ / 0.5 h / -30 °C

5: 74 percent / Bu₄NF / tetrahydrofuran / 6 h / 0 - 25 °C

With pyridine; 4 A molecular sieve; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/CAR-120026456