(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic acid

Base Information

• Chemical Name: (S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic acid
• CAS No.: 709037-74-1
• Molecular Formula: C₄₇H₆₃N₅O₁₁Si
• Molecular Weight: 902.13

Synonyms:(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic acid

Chemical Property of (S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic acid

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Technology Process of (S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic acid

There total 3 articles about (S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic 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: 70.0%

L-asparagine (70-47-3,28088-48-4,7006-34-0) + 2-benzyloxycarbonylamino-3-{3-[3-(2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-propylidene)-2-oxo-2,3-dihydro-1H-indol-7-yl]-4-methoxy-phenyl}-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester → (S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic acid (709037-74-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 20 ℃; for 4h;

DOI:10.1002/1521-3773(20010518)40:10<1967::AID-ANIE1967>3.0.CO;2-Q

Reference yield:

2-benzyloxycarbonylamino-3-{3-[3-(2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-propylidene)-2-oxo-2,3-dihydro-1H-indol-7-yl]-4-methoxy-phenyl}-propionic acid → (S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic acid (709037-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,3-dicyclohexylcarbodiimide / tetrahydrofuran

2: 70 percent / triethylamine / tetrahydrofuran; H₂O / 4 h / 20 °C

With triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

DOI:10.1002/1521-3773(20010518)40:10<1967::AID-ANIE1967>3.0.CO;2-Q

Reference yield:

2-benzyloxycarbonylamino-3-{3-[3-(2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-propylidene)-2-oxo-2,3-dihydro-1H-indol-7-yl]-4-methoxy-phenyl}-propionic acid methyl ester → (S)-2-[(S)-2-Benzyloxycarbonylamino-3-(3-{3-[(S)-2-tert-butoxycarbonylamino-3-triisopropylsilanyloxy-prop-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-4-methoxy-phenyl)-propionylamino]-succinamic acid (709037-74-1)

Guidance literature:

Multi-step reaction with 3 steps

1: LiOH / tetrahydrofuran; methanol; H₂O

2: 1,3-dicyclohexylcarbodiimide / tetrahydrofuran

3: 70 percent / triethylamine / tetrahydrofuran; H₂O / 4 h / 20 °C

With lithium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; water;

DOI:10.1002/1521-3773(20010518)40:10<1967::AID-ANIE1967>3.0.CO;2-Q

upstream raw materials:

L-asparagine

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