C₆₃H₇₆N₄O₁₁S

Base Information

• Chemical Name: C₆₃H₇₆N₄O₁₁S
• CAS No.: 360787-85-5
• Molecular Formula: C₆₃H₇₆N₄O₁₁S
• Molecular Weight: 1097.38
• Mol file: 360787-85-5.mol

Synonyms:C₆₃H₇₆N₄O₁₁S

Chemical Property of C₆₃H₇₆N₄O₁₁S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₃H₇₆N₄O₁₁S

There total 21 articles about C₆₃H₇₆N₄O₁₁S 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: 35.0%

vindoline (2182-14-1) + (4aR,S,5R,S,12bS,R)-methyl 4-benzyl-1,2,3,4,4a,5,6,8-octahydro-5-((1'S,R,2'S,R)-2-(tosyloxymethyl)cyclohexyl)pyrido[2,3-d]carbazole-7-carboxylate → C63H76N4O11S + C63H76N4O11S (360787-85-5)

Guidance literature:

(4aR,S,5R,S,12bS,R)-methyl 4-benzyl-1,2,3,4,4a,5,6,8-octahydro-5-((1'S,R,2'S,R)-2-(tosyloxymethyl)cyclohexyl)pyrido[2,3-d]carbazole-7-carboxylate; With tert-butylhypochlorite; triethylamine; In dichloromethane; at 0 ℃; for 0.0833333h;

vindoline; With tetrafluoroboric acid diethyl ether; silver tetrafluoroborate; In acetone; for 0.25h;

With potassium borohydride; In acetic acid; at 20 ℃; for 0.166667h; Further stages.;

DOI:10.1021/jo000249z

Reference yield:

N-benzyl-3-(1H-indol-3-yl)propan-1-amine (87400-38-2) → C63H76N4O11S (360787-85-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 95 percent / NaOH / tetrahydrofuran / 3 h / 20 °C

2.1: triethylamine; tert-butyl hypochlorite / tetrahydrofuran / 0.33 h

2.2: ZnCl₂ / tetrahydrofuran / 0.08 h

2.3: 89 percent / tetrahydrofuran / -60 - 20 °C

3.1: 96 percent / HCl / methanol / 2 h / 40 °C

4.1: 71 percent / toluene / 5 h / Heating

5.1: 76 percent / Lawesson's reagent / toluene / 12 h / Heating

6.1: NaBH₄ / NiCl₂

7.1: toluene / 5 h / Heating

7.2: 36 percent / tetrahydrofuran; H₂O / 2 h / 20 °C

8.1: 98 percent / 2N NaOH / tetrahydrofuran / 0.67 h / 20 °C

9.1: 71 percent / DMAP; triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

10.1: triethylamine; tert-butyl hypochlorite / CH₂Cl₂ / 0.08 h / 0 °C

10.2: tetrafluoroboric acid-diethyl ether complex; silver tetrafluoroborate / acetone / 0.25 h

10.3: 35 percent / potassium borohydride / acetic acid / 0.17 h / 20 °C

With Lawessons reagent; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; tert-butylhypochlorite; triethylamine; nickel dichloride; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.1021/jo000249z

Reference yield:

benzyl-[3-(1H-indol-3-yl)-propyl]-carbamic acid tert-butyl ester (360788-10-9) → C63H76N4O11S (360787-85-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: triethylamine; tert-butyl hypochlorite / tetrahydrofuran / 0.33 h

1.2: ZnCl₂ / tetrahydrofuran / 0.08 h

1.3: 89 percent / tetrahydrofuran / -60 - 20 °C

2.1: 96 percent / HCl / methanol / 2 h / 40 °C

3.1: 71 percent / toluene / 5 h / Heating

4.1: 76 percent / Lawesson's reagent / toluene / 12 h / Heating

5.1: NaBH₄ / NiCl₂

6.1: toluene / 5 h / Heating

6.2: 36 percent / tetrahydrofuran; H₂O / 2 h / 20 °C

7.1: 98 percent / 2N NaOH / tetrahydrofuran / 0.67 h / 20 °C

8.1: 71 percent / DMAP; triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

9.1: triethylamine; tert-butyl hypochlorite / CH₂Cl₂ / 0.08 h / 0 °C

9.2: tetrafluoroboric acid-diethyl ether complex; silver tetrafluoroborate / acetone / 0.25 h

9.3: 35 percent / potassium borohydride / acetic acid / 0.17 h / 20 °C

With Lawessons reagent; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; tert-butylhypochlorite; triethylamine; nickel dichloride; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.1021/jo000249z

upstream raw materials:

vindoline

N-benzyl-3-(1H-indol-3-yl)propan-1-amine

benzyl-[3-(1H-indol-3-yl)-propyl]-carbamic acid tert-butyl ester

2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester

Refernces