3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:1352746-01-0
Molecular Formula:C₅₂H₆₁NO₂₅S
Molecular Weight:1132.11
Hs Code.:

3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Synonyms:3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 14 articles about 3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-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: 65.0%

: 1352746-00-9
3-bromopropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 10387-40-3
potassium thioacetate

: 1352746-01-0
3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; In butanone; at 60 ℃; for 3h; Inert atmosphere;
DOI:10.1002/anie.201101055

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

: 1352746-01-0
3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: boron trifluoride diethyl etherate / dichloromethane / Inert atmosphere

2: guanidine nitrate; guanidine nitrate / methanol; dichloromethane / Inert atmosphere

3: toluene-4-sulfonic acid / acetonitrile / Inert atmosphere

4: 2,6-di-tert-butyl-pyridine; 1-(Trimethylsilyl)imidazole / dichloromethane / Inert atmosphere

5: trifluoroacetic acid / dichloromethane; water / Inert atmosphere

6: triethylamine / acetonitrile / Inert atmosphere

7: trimethylsilyl trifluoromethanesulfonate / diethyl ether; dichloromethane / 0 °C / Inert atmosphere

8: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / -40 °C / Molecular sieve; Inert atmosphere

9: tetra-(n-butyl)ammonium iodide / butanone / 3 h / 60 °C / Inert atmosphere

With N-iodo-succinimide; 2,6-di-tert-butyl-pyridine; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; guanidine nitrate; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; guanidine nitrate; triethylamine; 1-(Trimethylsilyl)imidazole; trifluoroacetic acid; In methanol; diethyl ether; dichloromethane; water; acetonitrile; butanone;
DOI:10.1002/anie.201101055

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
6-deoxy-L-galactose

: 1352746-01-0
3-thioacetylpropanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)]-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / N,N-dimethyl-formamide / Inert atmosphere

2: 2,6-di-tert-butyl-pyridine; 1-(Trimethylsilyl)imidazole / dichloromethane / Inert atmosphere

3: trifluoroacetic acid / dichloromethane; water / Inert atmosphere

4: triethylamine / acetonitrile / Inert atmosphere

5: trimethylsilyl trifluoromethanesulfonate / diethyl ether; dichloromethane / 0 °C / Inert atmosphere

6: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / -40 °C / Molecular sieve; Inert atmosphere

7: tetra-(n-butyl)ammonium iodide / butanone / 3 h / 60 °C / Inert atmosphere

With N-iodo-succinimide; 2,6-di-tert-butyl-pyridine; trimethylsilyl trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; triethylamine; 1-(Trimethylsilyl)imidazole; trifluoroacetic acid; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; butanone;
DOI:10.1002/anie.201101055