ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
• CAS No.: 147589-22-8
• Molecular Formula: C₅₃H₆₃NO₁₈S
• Molecular Weight: 1034.15

Synonyms:ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property of ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 9 articles about ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-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:

benzyl bromide (100-39-0) → ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (147589-22-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / NaH / tetrahydrofuran / 1 h / Heating

2: 1.) borane-trimethylamine complex, 4 Angstroem molecular sieves, 2.) AlCl₃ / 1.) THF, 1 h, 2.) 5 h

3: 1.) 4 Angstroem molecular sieves, 2.) silver triflate / 1.) CH₂Cl₂, toluene, 30 min, 2.) toluene, -40 deg C, 2 h

4: 99 percent / NaOMe / methanol

5: 82 percent / p-toluenesulfonic acid monohydrate / 0.5 h

6: 87 percent / Ac₂O-Me₂SO / 16 h / Ambient temperature

7: 53 percent / NaBH₄ / CH₂Cl₂; propan-2-ol / 0.17 h / 0 °C

8: 1.) 4 Angstroem molecular sieves, 2.) silver triflate / 1.) CH₂Cl₂, toluene, 30 min, 2.) toluene, -45 deg C, 20 min

With sodium tetrahydroborate; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;

DOI:10.1016/0008-6215(93)87009-H

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 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (147589-22-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / NaH / tetrahydrofuran / 1 h / Heating

2: 1.) borane-trimethylamine complex, 4 Angstroem molecular sieves, 2.) AlCl₃ / 1.) THF, 1 h, 2.) 5 h

3: 1.) 4 Angstroem molecular sieves, 2.) silver triflate / 1.) CH₂Cl₂, toluene, 30 min, 2.) toluene, -40 deg C, 2 h

4: 99 percent / NaOMe / methanol

5: 82 percent / p-toluenesulfonic acid monohydrate / 0.5 h

6: 87 percent / Ac₂O-Me₂SO / 16 h / Ambient temperature

7: 53 percent / NaBH₄ / CH₂Cl₂; propan-2-ol / 0.17 h / 0 °C

8: 1.) 4 Angstroem molecular sieves, 2.) silver triflate / 1.) CH₂Cl₂, toluene, 30 min, 2.) toluene, -45 deg C, 20 min

With sodium tetrahydroborate; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;

DOI:10.1016/0008-6215(93)87009-H

Reference yield:

2-((6S,7R,8aS)-8-benzyloxy-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione (129519-27-3) → ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (147589-22-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) borane-trimethylamine complex, 4 Angstroem molecular sieves, 2.) AlCl₃ / 1.) THF, 1 h, 2.) 5 h

2: 1.) 4 Angstroem molecular sieves, 2.) silver triflate / 1.) CH₂Cl₂, toluene, 30 min, 2.) toluene, -40 deg C, 2 h

3: 99 percent / NaOMe / methanol

4: 82 percent / p-toluenesulfonic acid monohydrate / 0.5 h

5: 87 percent / Ac₂O-Me₂SO / 16 h / Ambient temperature

6: 53 percent / NaBH₄ / CH₂Cl₂; propan-2-ol / 0.17 h / 0 °C

7: 1.) 4 Angstroem molecular sieves, 2.) silver triflate / 1.) CH₂Cl₂, toluene, 30 min, 2.) toluene, -45 deg C, 20 min

With sodium tetrahydroborate; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; acetic anhydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane; isopropyl alcohol;

DOI:10.1016/0008-6215(93)87009-H

upstream raw materials:

ethyl (3-O-allyl-4,6-O-isopropylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose

benzyl bromide

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:

ethyl 4-O-<3-O-allyl-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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 147589-22-8 ethyl 4-O-<3-O-allyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Send

Send

Metric Ton KG G Pound L ML

Send

Send