ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside
• CAS No.: 419549-75-0
• Molecular Formula: C₅₇H₅₉NO₁₀S
• Molecular Weight: 950.162

Synonyms:ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Chemical Property of ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

There total 9 articles about ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-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:

2-((6S,7R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione (129519-28-4) → ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (419549-75-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 80 percent / NaH / tetrahydrofuran

2: 85 percent / BH₃*Me₃N; 4 Angstroem molecular sieves; AlCl₃ / tetrahydrofuran / 6 h / 20 °C

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

4: 1.08 g / CH₂Cl₂; dimethylformamide / 5 h / 0 °C

5: 73 percent / K₂CO₃ / methanol; tetrahydrofuran / 4 h

6: 82 percent / Ag₂O; KI; 4 Angstroem molecular sieves / dimethylformamide / 5 h / 0 °C

7: 72 percent / (Ph₃P)3RhCl / ethanol / 3 h / Heating

8: 87 mg / tetrabutylammonium bromide; 4 Angstroem molecular sieves / CH₂Cl₂; dimethylformamide / 72 h

With pyridine; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; tetrabutylammomium bromide; sodium hydride; potassium carbonate; potassium iodide; silver(l) oxide; Wilkinson's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/1521-3765(20020104)8:1<151::AID-CHEM151>3.0.CO;2-C

Reference yield:

ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (419549-62-5) → ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (419549-75-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 85 percent / BH₃*Me₃N; 4 Angstroem molecular sieves; AlCl₃ / tetrahydrofuran / 6 h / 20 °C

2: pyridine / CH₂Cl₂ / 2 h / 0 °C

3: 1.08 g / CH₂Cl₂; dimethylformamide / 5 h / 0 °C

4: 73 percent / K₂CO₃ / methanol; tetrahydrofuran / 4 h

5: 82 percent / Ag₂O; KI; 4 Angstroem molecular sieves / dimethylformamide / 5 h / 0 °C

6: 72 percent / (Ph₃P)3RhCl / ethanol / 3 h / Heating

7: 87 mg / tetrabutylammonium bromide; 4 Angstroem molecular sieves / CH₂Cl₂; dimethylformamide / 72 h

With pyridine; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; tetrabutylammomium bromide; potassium carbonate; potassium iodide; silver(l) oxide; Wilkinson's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/1521-3765(20020104)8:1<151::AID-CHEM151>3.0.CO;2-C

Reference yield:

ethyl 3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (419549-63-6) → ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (419549-75-0)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / CH₂Cl₂ / 2 h / 0 °C

2: 1.08 g / CH₂Cl₂; dimethylformamide / 5 h / 0 °C

3: 73 percent / K₂CO₃ / methanol; tetrahydrofuran / 4 h

4: 82 percent / Ag₂O; KI; 4 Angstroem molecular sieves / dimethylformamide / 5 h / 0 °C

5: 72 percent / (Ph₃P)3RhCl / ethanol / 3 h / Heating

6: 87 mg / tetrabutylammonium bromide; 4 Angstroem molecular sieves / CH₂Cl₂; dimethylformamide / 72 h

With pyridine; 4 A molecular sieve; tetrabutylammomium bromide; potassium carbonate; potassium iodide; silver(l) oxide; Wilkinson's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/1521-3765(20020104)8:1<151::AID-CHEM151>3.0.CO;2-C

upstream raw materials:

perbenzyl fucosyl bromide

ethyl 4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

2-((6S,7R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

Downstream raw materials:

2-[(2R,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-2-bromo-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 419549-75-0 ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Send

Send

Metric Ton KG G Pound L ML

Send

Send