tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate

Base Information

• Chemical Name: tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate
• CAS No.: 1429383-36-7
• Molecular Formula: C₃₄H₃₅ClN₂O₆S
• Molecular Weight: 635.181
• Mol file: 1429383-36-7.mol

Synonyms:tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate

Chemical Property of tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate

There total 12 articles about tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate 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:

(E)-tert-butyl 4-(((1R,2R)-2-(tert-butyldimethylsilyloxy)-2-(3-chlorophenyl)-1-(1-(phenylsulfonyl)-1H-indol-2-yl)ethyl)(cyclopropylmethyl)amino)-4-oxobut-2-enoate → tert-butyl 2-((2R,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate (1429383-35-6) + tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate (1429383-36-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

indole (120-72-9) → tert-butyl 2-((2R,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate (1429383-35-6) + tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate (1429383-36-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.33 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 - 0 °C / Inert atmosphere

2.2: 14 h / -78 - 20 °C / Inert atmosphere

3.1: hydrogenchloride / methanol; 1,4-dioxane / 0.75 h / 20 °C

4.1: methanol / 1 h / 20 °C

4.2: 0.25 h

5.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

5.2: 2 h / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

benzenesulfonyl chloride (98-09-9) → tert-butyl 2-((2R,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate (1429383-35-6) + tert-butyl 2-((2S,5R,6R)-6-(3-chlorophenyl)-4-(cyclopropylmethyl)-3-oxo-5-((phenylsulfonyl)-1H-indol-2-yl)morpholin-2-yl)acetate (1429383-36-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.33 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 - 0 °C / Inert atmosphere

2.2: 14 h / -78 - 20 °C / Inert atmosphere

3.1: hydrogenchloride / methanol; 1,4-dioxane / 0.75 h / 20 °C

4.1: methanol / 1 h / 20 °C

4.2: 0.25 h

5.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

5.2: 2 h / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

1-benzenesulfonylindole

indole

benzenesulfonyl chloride

(R)-3-chloromandelic acid methyl ester