C₃₅H₄₈N₂O₁₀

Base Information

• Chemical Name: C₃₅H₄₈N₂O₁₀
• CAS No.: 817167-06-9
• Molecular Formula: C₃₅H₄₈N₂O₁₀
• Molecular Weight: 656.774
• Mol file: 817167-06-9.mol

Synonyms:C₃₅H₄₈N₂O₁₀

Chemical Property of C₃₅H₄₈N₂O₁₀

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₅H₄₈N₂O₁₀

There total 14 articles about C₃₅H₄₈N₂O₁₀ 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: 92.0%

(4S)-4-[(4R)-4-benzyl-5-oxotetrahydrofuran-(2R)-2-yl]-4-[bis(tert-butoxycarbonyl)amino]butyric acid (817167-05-8) + 2,4,6-trimethoxy benzyl amine hydrochloride (146548-59-6) → C35H48N2O10 (817167-06-9)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ol047879y

Reference yield:

[4-(tert-butyldimethylsilanyloxy)-(1S)-1-(5-oxotetrahydrofuran-(2R)-2-yl)butyl]carbamic acid tert-butyl ester (817166-96-4) → C35H48N2O10 (817167-06-9)

Guidance literature:

Multi-step reaction with 6 steps

1: LDA / tetrahydrofuran; hexane / 3.5 h / -78 °C

2: Ac₂O; Et₃N / 1.25 h / Heating

3: 0.790 g / H₂ / Pd/C / ethyl acetate; methanol / 4.25 h

4: 92 percent / DMAP / tetrahydrofuran / 21 h / Heating

5: 78 percent / CrO₃; H₂SO₄ / acetone / 1.5 h / -10 °C

6: 92 percent / 1-HOBt; diisopropylethylamine; HBTU / dimethylformamide / 0 - 20 °C

With chromium(VI) oxide; dmap; sulfuric acid; hydrogen; acetic anhydride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; ethyl acetate; N,N-dimethyl-formamide; acetone; 5: Jones oxidation;

DOI:10.1021/ol047879y

Reference yield:

5-tert-butoxycarbonylamino-8-(tert-butyl-dimethyl-silanyloxy)-4-oxo-oct-2-enoic acid methyl ester → C35H48N2O10 (817167-06-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.44 g / H₂ / Pd/C / ethyl acetate / 4 h

2: LiAlH(t-BuO)3 / ethanol / 2.5 h / -78 °C

3: 2.909 g / AcOH / toluene / 3 h / Heating

4: LDA / tetrahydrofuran; hexane / 3.5 h / -78 °C

5: Ac₂O; Et₃N / 1.25 h / Heating

6: 0.790 g / H₂ / Pd/C / ethyl acetate; methanol / 4.25 h

7: 92 percent / DMAP / tetrahydrofuran / 21 h / Heating

8: 78 percent / CrO₃; H₂SO₄ / acetone / 1.5 h / -10 °C

9: 92 percent / 1-HOBt; diisopropylethylamine; HBTU / dimethylformamide / 0 - 20 °C

With chromium(VI) oxide; dmap; sulfuric acid; hydrogen; acetic anhydride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; lithium tri-t-butoxyaluminum hydride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; 8: Jones oxidation;

DOI:10.1021/ol047879y

upstream raw materials:

(4S)-4-[(4R)-4-benzyl-5-oxotetrahydrofuran-(2R)-2-yl]-4-[bis(tert-butoxycarbonyl)amino]butyric acid

2,4,6-trimethoxy benzyl amine hydrochloride

[4-(tert-butyldimethylsilanyloxy)-(1S)-1-(5-oxotetrahydrofuran-(2R)-2-yl)butyl]carbamic acid tert-butyl ester

5-tert-butoxycarbonylamino-8-(tert-butyldimethylsilanyloxy)-4-oxooctanoic acid methyl ester

Downstream raw materials:

(2R,4R,5S)-2-benzyl-5-tert-butoxycarbonylamino-4-(tert-butyldimethylsilanyloxy)-7-(2,4,6-trimethoxybenzylcarbamoyl)heptanoic acid

[(1S)-1-[(4R)-4-benzyl-5-oxotetrahydrofuran-(2R)-2-yl]-3-(2,4,6-trimethoxybenzylcarbamoyl)propyl]carbamic acid tert-butyl ester