N^α-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Base Information

• Chemical Name: N^α-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester
• CAS No.: 195976-30-8
• Molecular Formula: C₆₄H₆₉N₃O₂₀
• Molecular Weight: 1200.26

Synonyms:

Chemical Property of N^α-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

There total 6 articles about N^α-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester 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: 73.0%

acetic anhydride (108-24-7) + Nα-(fluoren-9-ylmethoxycarbonyl)-O-[O-[3',4',6'-tri-O-benzoyl-2'-deoxy-2'-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1'->6)-3,4-di-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester (195976-29-5) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester (195976-30-8)

Guidance literature:

With copper(II) sulfate; acetic acid; zinc; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1039/a701742a

Reference yield:

N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-galactopyranosyl)-1-threonine tert-butyl ester (120791-77-7) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester (195976-30-8)

Guidance literature:

Multi-step reaction with 6 steps

1: NaOMe / methanol / 1 h

2: 69 percent / p-TsOH / 12 h / Ambient temperature

3: 81 percent / MS 4A, TMSOTf / 1,2-dichloro-ethane / 1.) r.t., 1 h, 2.) r.t., 25 min

4: aq. AcOH / 0.5 h / 80 °C

5: pyridine / 1 h

6: 73 percent / AcOH, Zn, 2percent aq. CuSO₄ / tetrahydrofuran / 0.5 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium methylate; toluene-4-sulfonic acid; copper(II) sulfate; acetic acid; zinc; In tetrahydrofuran; methanol; 1,2-dichloro-ethane;

DOI:10.1039/a701742a

Reference yield:

(2S,3R)-3-((2S,3R,4R,5R,6R)-3-Azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid tert-butyl ester (195976-26-2) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester (195976-30-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / p-TsOH / 12 h / Ambient temperature

2: 81 percent / MS 4A, TMSOTf / 1,2-dichloro-ethane / 1.) r.t., 1 h, 2.) r.t., 25 min

3: aq. AcOH / 0.5 h / 80 °C

4: pyridine / 1 h

5: 73 percent / AcOH, Zn, 2percent aq. CuSO₄ / tetrahydrofuran / 0.5 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; copper(II) sulfate; acetic acid; zinc; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1039/a701742a

upstream raw materials:

acetic anhydride

N^α-(fluoren-9-ylmethoxycarbonyl)-O-[O-[3',4',6'-tri-O-benzoyl-2'-deoxy-2'-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1'->6)-3,4-di-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-galactopyranosyl)-1-threonine tert-butyl ester

(2S,3R)-3-((2S,3R,4R,5R,6R)-3-Azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid tert-butyl ester

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 195976-30-8 N^α-(fluoren-9-ylmethoxycarbonyl)-O-[O-(2'-acetamido-3',4',6'-tri-O-benzoyl-2'-deoxy-2'-β-D-glucopyranosyl)-(1'->6)-2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send