C₆₇H₉₆N₇O₁₃PS

Base Information

• Chemical Name: C₆₇H₉₆N₇O₁₃PS
• CAS No.: 861640-71-3
• Molecular Formula: C₆₇H₉₆N₇O₁₃PS
• Molecular Weight: 1270.58
• Mol file: 861640-71-3.mol

Synonyms:C₆₇H₉₆N₇O₁₃PS

Chemical Property of C₆₇H₉₆N₇O₁₃PS

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₇H₉₆N₇O₁₃PS

There total 15 articles about C₆₇H₉₆N₇O₁₃PS 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: 80.0%

(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester (861640-70-2) + N-(+)-biotinyl-6-aminocaproic acid (72040-64-3) → C67H96N7O13PS (861640-71-3)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2005.04.028

Reference yield:

(4S)-3-[3-(5-hydroxy-1-naphthalenyl)-1-oxo-2-propen-1-yl]-4-phenyl-2-oxazolidinone (861640-60-0) → C67H96N7O13PS (861640-71-3)

Guidance literature:

Multi-step reaction with 13 steps

1.1: 49 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C

2.1: 98 percent / H₂ / Pd/C / ethyl acetate / 24 h / 20 °C

3.1: lithium hexamethyldisilylamide / tetrahydrofuran / 1 h / -78 °C

3.2: tetrahydrofuran / -78 °C

4.1: 86 percent / LiAlH₄ / tetrahydrofuran / -78 °C

5.1: 69 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 15 h / 20 °C

6.1: 87 percent / hydrazine / ethanol; H₂O / 3 h / Heating

7.1: 97 percent / diisopropylcarbodidiimide; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 20 °C

8.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

9.1: 92 percent / diisopropylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 20 °C

10.1: 90 percent / piperidine / acetonitrile / 2 h / 20 °C

11.1: 65 percent / 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 24 h / 50 °C

12.1: 66 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 48 h / Heating

13.1: 80 percent / 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride; 4-(dimethylamino)pyridine / dimethylformamide / 12 h / 20 °C

With piperidine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane; hydrazine; diisopropyl-carbodiimide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 5.1: Mitsunobu reaction;

DOI:10.1016/j.bmc.2005.04.028

Reference yield:

(4S)-3-[3-(5-(2-(trimethylsilyl)ethyl)oxy-1-naphthalenyl)-1-oxo-2-propen-1-yl]-4-phenyl-2-oxazolidinone (861640-61-1) → C67H96N7O13PS (861640-71-3)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 98 percent / H₂ / Pd/C / ethyl acetate / 24 h / 20 °C

2.1: lithium hexamethyldisilylamide / tetrahydrofuran / 1 h / -78 °C

2.2: tetrahydrofuran / -78 °C

3.1: 86 percent / LiAlH₄ / tetrahydrofuran / -78 °C

4.1: 69 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 15 h / 20 °C

5.1: 87 percent / hydrazine / ethanol; H₂O / 3 h / Heating

6.1: 97 percent / diisopropylcarbodidiimide; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 20 °C

7.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

8.1: 92 percent / diisopropylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 20 °C

9.1: 90 percent / piperidine / acetonitrile / 2 h / 20 °C

10.1: 65 percent / 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 24 h / 50 °C

11.1: 66 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 48 h / Heating

12.1: 80 percent / 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride; 4-(dimethylamino)pyridine / dimethylformamide / 12 h / 20 °C

With piperidine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane; hydrazine; diisopropyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 4.1: Mitsunobu reaction;

DOI:10.1016/j.bmc.2005.04.028

upstream raw materials:

(9S,10S,11E,14S,18S)-18-(2-amino-2-oxoethyl)-10-[[4-[bis(1,1-dimethylethoxy)phosphoryl]methyl]phenyl]-14-(1-(5-hydroxy)naphthalenylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]eicos-11-en-9-acetic acid 1,1-dimethylethyl ester

N-(+)-biotinyl-6-aminocaproic acid

(2S)-(2-propen-1-yl)-3-(5-(2-(trimethylsilyl)ethyl)oxy-1-naphthalenyl)propan-1-ol

(2S)-1-amino-2-(2-propen-1-yl)-3-(5-((2-(trimethylsilyl)ethyl)oxy)-1-naphthalenyl)propane