isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:478245-07-7
Molecular Formula:C₆₅H₇₄N₂O₂₃SSi
Molecular Weight:1311.45
Hs Code.:

isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Synonyms:isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Suppliers and Price of isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 8 articles about isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-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: 71.2%

: 478245-06-6
2-[(2S,3R,4R,5S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5-dihydroxy-2-isopropylsulfanyl-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

: 478245-05-5
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl trichloroacetimidate

: 478245-07-7
isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0008-6215(02)00131-3

Reference yield:

: 87190-67-8
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate

: 478245-07-7
isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 71.9 percent / Me₃SiOTf / CH₂Cl₂ / 1.5 h / 20 °C

2: 91.8 percent / pyridine / 12 h / 20 °C

3: ceric ammonium nitrate / toluene; acetonitrile; H₂O / 4 h / 20 °C

4: DBU / CH₂Cl₂ / 2 h / 20 °C

5: 71.2 percent / Me₃SiOTf / CH₂Cl₂ / 1 h / 0 °C

With ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In pyridine; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0008-6215(02)00131-3

Reference yield:

: 124477-00-5
phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside

: 478245-07-7
isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: NIS; Me₃SiOTf / CH₂Cl₂ / 1 h / -15 °C

2: 90 percent TFA / 0.25 h / 20 °C

3: 71.9 percent / Me₃SiOTf / CH₂Cl₂ / 1.5 h / 20 °C

4: 91.8 percent / pyridine / 12 h / 20 °C

5: ceric ammonium nitrate / toluene; acetonitrile; H₂O / 4 h / 20 °C

6: DBU / CH₂Cl₂ / 2 h / 20 °C

7: 71.2 percent / Me₃SiOTf / CH₂Cl₂ / 1 h / 0 °C

With N-iodo-succinimide; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In pyridine; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0008-6215(02)00131-3