C₆₆H₉₄N₄O₂₉

Base Information

• Chemical Name: C₆₆H₉₄N₄O₂₉
• CAS No.: 197144-14-2
• Molecular Formula: C₆₆H₉₄N₄O₂₉
• Molecular Weight: 1407.48
• Mol file: 197144-14-2.mol

Synonyms:C₆₆H₉₄N₄O₂₉

Chemical Property of C₆₆H₉₄N₄O₂₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₆H₉₄N₄O₂₉

There total 15 articles about C₆₆H₉₄N₄O₂₉ 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: 66.0%

(2S,3R,4E)-2-azido-3-benzoyloxy-4-octadecen-1-ol (103348-50-1) + C43H57Cl3N2O27 → C66H94N4O29 (197144-14-2)

Guidance literature:

With MS 300AW; boron trifluoride diethyl etherate; In dichloromethane; at -33 ℃; for 1.5h;

DOI:10.1021/jo970298k

Reference yield:

O-ethyl S-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosyl)onate] dithiocarbonate (121512-94-5) → C66H94N4O29 (197144-14-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) 3A MS, 2.) TfOAg, 3.) MeSBr, 4.) i-Pr₂NH / 1.) MeCN, CH₂Cl₂, room temperature, 2.5 h, 2.) MeCN, 3.) ClCH₂CH₂Cl, -72 deg C, 4 h, 4.) -72 deg C, 1 h

2: 99 percent / pyridine / Ambient temperature

3: 100 percent / CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

4: 81 percent / DBU / CH₂Cl₂ / 1.25 h / 0 °C

5: 66 percent / BF₃*Et₂O, MS 300AW / CH₂Cl₂ / 1.5 h / -33 °C

With methanesulfonyl bromide; MS 300AW; boron trifluoride diethyl etherate; silver trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; diisopropylamine; trifluoroacetic acid; In pyridine; dichloromethane;

DOI:10.1021/jo970298k

Reference yield:

phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside (62774-33-8,65236-83-1,65236-84-2,65236-86-4,121523-94-2,121523-99-7,121524-00-3,65615-60-3) → C66H94N4O29 (197144-14-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) NIS, TfOH, MS 300AW, 2.) NaOMe / 1.) CH₃CN, CH₂Cl₂, -45 deg C, 45 min, 2.) MeOH, room temperature, 2 h

2: 1.) p-TsOH / 1.) room temperature, overnight, 2.) MeOH, H₂O, 80 deg C, 6 h

3: 99 percent / DMAP / pyridine / Ambient temperature

4: 85 percent / AcOH / H₂O / 8 h / 50 °C

5: 1.) 3A MS, 2.) TfOAg, 3.) MeSBr, 4.) i-Pr₂NH / 1.) MeCN, CH₂Cl₂, room temperature, 2.5 h, 2.) MeCN, 3.) ClCH₂CH₂Cl, -72 deg C, 4 h, 4.) -72 deg C, 1 h

6: 99 percent / pyridine / Ambient temperature

7: 100 percent / CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

8: 81 percent / DBU / CH₂Cl₂ / 1.25 h / 0 °C

9: 66 percent / BF₃*Et₂O, MS 300AW / CH₂Cl₂ / 1.5 h / -33 °C

With dmap; N-iodo-succinimide; methanesulfonyl bromide; trifluorormethanesulfonic acid; MS 300AW; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; diisopropylamine; trifluoroacetic acid; In pyridine; dichloromethane; water;

DOI:10.1021/jo970298k

upstream raw materials:

(2S,3R,4E)-2-azido-3-benzoyloxy-4-octadecen-1-ol

O-ethyl S-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosyl)onate] dithiocarbonate

phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside

2'-trimethylsilylethyl β-D-xylopyranoside