(S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester
CAS No.:527678-06-4
Molecular Formula:C₄₀H₃₇N₃O₁₀
Molecular Weight:719.748
Hs Code.:

(S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Synonyms:(S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

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Chemical Property of (S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

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Technology Process of (S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

There total 3 articles about (S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-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: 91.0%

: 152833-18-6
4'-O-demethyl-4β-(4''-carboxyanilino)-4-desoxypodophyllotoxin

: 4299-70-1
L-tryptophan methyl ester

: 527678-06-4
(S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.1016/j.bmc.2004.03.067

Reference yield:

: 6559-91-7
4'-demethylepipodophyllotoxin

: 527678-06-4
(S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: MeSO₄H; NaI / CH₂Cl₂

1.2: BaCO₃ / tetrahydrofuran

2.1: 91 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / tetrahydrofuran

With dmap; methyl bisulfate; dicyclohexyl-carbodiimide; sodium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2004.03.067

Reference yield:

: 150-13-0,159246-81-8,8014-65-1
4-amino-benzoic acid

: 527678-06-4
(S)-2-{4-[(5S,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-benzoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: MeSO₄H; NaI / CH₂Cl₂

1.2: BaCO₃ / tetrahydrofuran

2.1: 91 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / tetrahydrofuran

With dmap; methyl bisulfate; dicyclohexyl-carbodiimide; sodium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2004.03.067