(R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid

Base Information

• Chemical Name: (R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid
• CAS No.: 191169-84-3
• Molecular Formula: C₃₂H₃₇N₃O₅
• Molecular Weight: 543.663

Synonyms:(R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid

Chemical Property of (R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid

Chemical Property:

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• Pictogram(s):  
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Technology Process of (R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid

There total 3 articles about (R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid 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: 55.0%

(R)-benzeneacetic acid α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>ethyl ester (191275-11-3) → (R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid (191169-84-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 25h;

DOI:10.1016/0223-5234(93)90078-S

Reference yield:

ethyl phenylcyanoacetate (4553-07-5) → (R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid (191169-84-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / H₂, aq. HCl / 10percent Pd/C / ethanol / 18 h / 30 °C / 2327.2 Torr

2: 1.) 1-hydroxybenzotriazole hydrate (HOBt), N,N'-dicyclohexylcarbodimide, 2.) Et₃N / 1.) EtOAc, RT, 1 h, 2.) EtOAc, RT, 16 h

3: 55 percent / aq. LiOH / tetrahydrofuran / 25 h / 0 - 20 °C

With hydrogenchloride; lithium hydroxide; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1016/0223-5234(93)90078-S

Reference yield:

ethyl (RS)-α-(aminomethyl)benzene acetate hydrochloride (29753-99-9) → (R)-α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>benzeneacetic acid (191169-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 1-hydroxybenzotriazole hydrate (HOBt), N,N'-dicyclohexylcarbodimide, 2.) Et₃N / 1.) EtOAc, RT, 1 h, 2.) EtOAc, RT, 16 h

2: 55 percent / aq. LiOH / tetrahydrofuran / 25 h / 0 - 20 °C

With lithium hydroxide; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1016/0223-5234(93)90078-S

upstream raw materials:

(R)-benzeneacetic acid α-<<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>methyl>ethyl ester

ethyl (RS)-α-(aminomethyl)benzene acetate hydrochloride

ethyl phenylcyanoacetate

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