C₆₁H₈₈N₁₀O₁₉

Base Information

• Chemical Name: C₆₁H₈₈N₁₀O₁₉
• CAS No.: 1574776-16-1
• Molecular Formula: C₆₁H₈₈N₁₀O₁₉
• Molecular Weight: 1265.43
• Mol file: 1574776-16-1.mol

Synonyms:C₆₁H₈₈N₁₀O₁₉

Chemical Property of C₆₁H₈₈N₁₀O₁₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₁H₈₈N₁₀O₁₉

There total 22 articles about C₆₁H₈₈N₁₀O₁₉ 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:

N-Cbz-D-Ser[N-Cbz-D-Ser(N-Me-Boc-L-Val)-L-Pip-Gly-Sar-N-Me-L-Val]-L-Pip-Gly-Sar allyl ester (1515605-92-1) → C61H88N10O19 (1574776-16-1)

Guidance literature:

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol403319m

Reference yield:

t-BuOCO-Gly-Sar-OH (133498-97-2) → C61H88N10O19 (1574776-16-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogenchloride / ethyl acetate / 0.5 h / 20 °C / Inert atmosphere

3.1: acetic anhydride / 1 h / 55 °C / Inert atmosphere

3.2: 0.5 h / 0 - 20 °C / Inert atmosphere

4.1: triethylamine; bis(trichloromethyl) carbonate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

5.1: triethylphosphine / toluene / 48 h / 70 °C / Inert atmosphere

6.1: dmap; triethylamine / acetonitrile / 12 h / 20 °C / Inert atmosphere

7.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / 2,2,2-trifluoroethanol / 1 h / 78 °C / Inert atmosphere

8.1: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

9.1: sodium hydrogencarbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / N,N-dimethyl-formamide; dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

10.1: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With morpholine; hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); bis(trichloromethyl) carbonate; tri-n-butyl-tin hydride; acetic anhydride; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; triethylphosphine; In tetrahydrofuran; dichloromethane; 2,2,2-trifluoroethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 5.1: |Ugi Condensation;

DOI:10.1021/ol403319m

Reference yield:

Z-D-Ser-OTce (78700-33-1) → C61H88N10O19 (1574776-16-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 6 h / 0 °C / Inert atmosphere

2: zinc / aq. phosphate buffer; tetrahydrofuran / 2 h / 20 °C / pH 6.7

3: triethylphosphine / toluene / 48 h / 70 °C / Inert atmosphere

4: dmap; triethylamine / acetonitrile / 12 h / 20 °C / Inert atmosphere

5: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / 2,2,2-trifluoroethanol / 1 h / 78 °C / Inert atmosphere

6: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

7: sodium hydrogencarbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / N,N-dimethyl-formamide; dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

8: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With morpholine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; zinc; triethylphosphine; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; 2,2,2-trifluoroethanol; N,N-dimethyl-formamide; toluene; acetonitrile; 3: |Ugi Condensation;

DOI:10.1021/ol403319m

upstream raw materials:

(S)-5-azido-2-triisopropylsilyloxy-1-pentanol

N-Cbz-D-Ser[N-Me-Boc-Val]-L-Pip-Gly-Sar-OH

N-Cbz-D-Ser[N-Cbz-D-Ser(N-Me-Boc-L-Val)-L-Pip-Gly-Sar-N-Me-L-Val]-L-Pip-Gly-Sar allyl ester

t-BuOCO-Gly-Sar-OH