(R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Base Information

Chemical Name:(R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester
CAS No.:950887-03-3
Molecular Formula:C₄₂H₄₄N₆O₆
Molecular Weight:728.848
Hs Code.:

(R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Synonyms:(R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Suppliers and Price of (R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

There total 21 articles about (R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester 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:

: 7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8
(S)-tryptophan methyl ester hydrochloride

: 950887-03-3
(R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 21 steps

1.1: Et₃SiH; TFA / 50 °C

2.1: aq. Na₂CO₃ / dioxane

3.1: NaBH₄; LiCl / ethanol; tetrahydrofuran

4.1: p-TsOH / benzene

5.1: s-BuLi; TMEDA / diethyl ether / -78 °C

5.2: 73 percent / 1,2-diiodoethane / diethyl ether

6.1: DDQ; K₂CO₃ / toluene / 70 °C

7.1: (2-furyl)3P; CuI; NMP / Pd₂(dba)3*CHCl₃

8.1: DMSO / dimethylsulfoxide / 130 °C

9.1: 94 percent / Me₃Al; K₂CO₃ / CH₂Cl₂

10.1: NaH / dimethylformamide

10.2: 79 percent / dimethylformamide

11.1: 66 percent / (2-furyl)3P; PMP; DMA / Pd₂(dba)3*CHCl₃ / 90 °C

12.1: 85 percent / Bu₄NF

13.1: 95 percent / H₂ / 10 percent Pd/C / dimethylformamide / 51714.8 Torr

14.1: 1 N HCl / dioxane / 50 °C

15.1: 17 percent / 1 N NaOH; Bu₄NHSO₄ / CH₂Cl₂

16.1: LiEt₃BH / tetrahydrofuran / -78 - 0 °C

16.2: HCl / tetrahydrofuran; diethyl ether / 0 - 20 °C

17.1: KOH / methanol

18.1: SO₃*pyr; Et₃N; DMSO

19.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol

20.1: HATU; Et₃N / CH₂Cl₂

21.1: HCOOH

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; triethylsilane; potassium hydroxide; sodium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; copper(l) iodide; formic acid; 2-methyl-but-2-ene; trifuran-2-yl-phosphane; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; 2-isovalerylindane-1,3-dione; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; sec.-butyllithium; tetra(n-butyl)ammonium hydrogensulfate; 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride; lithium triethylborohydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene; 7.1: Stille coupling / 9.1: Weinreb aminolysis;
DOI:10.1021/ja016616l

Reference yield:

: 236391-94-9
2-amino-3-(2,3-dihydro-1H-indol-3-yl)-propionic acid methyl ester

: 950887-03-3
(R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 20 steps

1.1: aq. Na₂CO₃ / dioxane

2.1: NaBH₄; LiCl / ethanol; tetrahydrofuran

3.1: p-TsOH / benzene

4.1: s-BuLi; TMEDA / diethyl ether / -78 °C

4.2: 73 percent / 1,2-diiodoethane / diethyl ether

5.1: DDQ; K₂CO₃ / toluene / 70 °C

6.1: (2-furyl)3P; CuI; NMP / Pd₂(dba)3*CHCl₃

7.1: DMSO / dimethylsulfoxide / 130 °C

8.1: 94 percent / Me₃Al; K₂CO₃ / CH₂Cl₂

9.1: NaH / dimethylformamide

9.2: 79 percent / dimethylformamide

10.1: 66 percent / (2-furyl)3P; PMP; DMA / Pd₂(dba)3*CHCl₃ / 90 °C

11.1: 85 percent / Bu₄NF

12.1: 95 percent / H₂ / 10 percent Pd/C / dimethylformamide / 51714.8 Torr

13.1: 1 N HCl / dioxane / 50 °C

14.1: 17 percent / 1 N NaOH; Bu₄NHSO₄ / CH₂Cl₂

15.1: LiEt₃BH / tetrahydrofuran / -78 - 0 °C

15.2: HCl / tetrahydrofuran; diethyl ether / 0 - 20 °C

16.1: KOH / methanol

17.1: SO₃*pyr; Et₃N; DMSO

18.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol

19.1: HATU; Et₃N / CH₂Cl₂

20.1: HCOOH

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; copper(l) iodide; formic acid; 2-methyl-but-2-ene; trifuran-2-yl-phosphane; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; 2-isovalerylindane-1,3-dione; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; sec.-butyllithium; tetra(n-butyl)ammonium hydrogensulfate; 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride; lithium triethylborohydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene; 6.1: Stille coupling / 8.1: Weinreb aminolysis;
DOI:10.1021/ja016616l

Reference yield:

: 3-(2-tert-butoxycarbonylamino-3-hydroxy-propyl)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

: 950887-03-3
(R)-2-[((2S,3aR,8aS)-3a-{3-[(S)-2-Amino-2-((R)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethyl]-1H-indol-7-yl}-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 18 steps

1.1: p-TsOH / benzene

2.1: s-BuLi; TMEDA / diethyl ether / -78 °C

2.2: 73 percent / 1,2-diiodoethane / diethyl ether

3.1: DDQ; K₂CO₃ / toluene / 70 °C

4.1: (2-furyl)3P; CuI; NMP / Pd₂(dba)3*CHCl₃

5.1: DMSO / dimethylsulfoxide / 130 °C

6.1: 94 percent / Me₃Al; K₂CO₃ / CH₂Cl₂

7.1: NaH / dimethylformamide

7.2: 79 percent / dimethylformamide

8.1: 66 percent / (2-furyl)3P; PMP; DMA / Pd₂(dba)3*CHCl₃ / 90 °C

9.1: 85 percent / Bu₄NF

10.1: 95 percent / H₂ / 10 percent Pd/C / dimethylformamide / 51714.8 Torr

11.1: 1 N HCl / dioxane / 50 °C

12.1: 17 percent / 1 N NaOH; Bu₄NHSO₄ / CH₂Cl₂

13.1: LiEt₃BH / tetrahydrofuran / -78 - 0 °C

13.2: HCl / tetrahydrofuran; diethyl ether / 0 - 20 °C

14.1: KOH / methanol

15.1: SO₃*pyr; Et₃N; DMSO

16.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol

17.1: HATU; Et₃N / CH₂Cl₂

18.1: HCOOH

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; copper(l) iodide; formic acid; 2-methyl-but-2-ene; trifuran-2-yl-phosphane; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; 2-isovalerylindane-1,3-dione; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; sec.-butyllithium; tetra(n-butyl)ammonium hydrogensulfate; 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride; lithium triethylborohydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene; 4.1: Stille coupling / 6.1: Weinreb aminolysis;
DOI:10.1021/ja016616l