8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine

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Chemical Name:8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine
CAS No.:153491-45-3
Molecular Formula:C₂₂H₃₀N₂O₆
Molecular Weight:418.49
Hs Code.:

Synonyms:8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine

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Chemical Property of 8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine

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Technology Process of 8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine

There total 4 articles about 8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine 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: 83.0%

: 2-Benzyl-2-(6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-2-oxo-hexyl)-malonic acid dimethyl ester

: 153491-45-3
8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 4h; under 1551.4 Torr; Ambient temperature;
DOI:10.1016/S0040-4020(01)81910-4

Reference yield: 63.0%

: 67-56-1
methanol

: 2-Benzyl-2-(6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-2-oxo-hexyl)-malonic acid dimethyl ester

: 8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(R)-methoxy-3-oxoindolizidine-2-carboxylic acid

: 153491-45-3
8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine

: 8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-3-oxoindolizidine-2-carboxylic acid

: 8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(R)-methoxy-2(S)-methoxycarbonyl-3-oxoindolizidine

Guidance literature:: With hydrogen; palladium on activated charcoal; for 4h; under 1551.4 Torr; Mechanism; Ambient temperature; var. solvent, cat.;
DOI:10.1016/S0040-4020(01)81910-4

Reference yield:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 64-17-5
ethanol

: 2-Benzyl-2-(6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-2-oxo-hexyl)-malonic acid dimethyl ester

: 153491-45-3
8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(S)-hydroxy-2(S)-methoxycarbonyl-3-oxoindolizidine

: 8(S)-tert-butyloxycarbonylamino-2(S)-benzyl-8a(R)-ethoxy-2(S)-methoxycarbonyl-3-oxoindolizidine

Guidance literature:: With hydrogen; palladium on activated charcoal; Yield given. Multistep reaction. Yields of byproduct given; 1.) rt., 30 psi, 4h; 2.) ether, THF, 0 deg C, 1 h;
DOI:10.1016/S0040-4020(01)81910-4