2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate

Base Information

Chemical Name:2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate
CAS No.:136846-36-1
Molecular Formula:C₂₁H₂₈N₂O₅
Molecular Weight:388.464
Hs Code.:

Synonyms:2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate

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Chemical Property of 2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate

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Technology Process of 2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate

There total 5 articles about 2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate 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: 93.0%

: 136890-94-3
(8S,8aR,2R)-2-Benzyl-8(S)-tert-butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine

: 136846-36-1
2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate

Guidance literature:: With sodium hydroxide; In methanol; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)90127-9

Reference yield:

: 2480-93-5
Boc-Orn(Z)-OH

: 136846-36-1
2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

2: 1.) NaI / 1.) 1,2-dimethoxyethane, rt, 15 min, 2.) rt, 1 h

3: 95 percent / H₂ / 10percent Pd-C / methanol / 1551.4 Torr / Ambient temperature

4: 50 percent / sodium methoxide / 1,2-dimethoxy-ethane / Ambient temperature

5: 93 percent / 2N NaOH / methanol / 3 h / Ambient temperature

With sodium hydroxide; hydrogen; sodium methylate; sodium iodide; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane;
DOI:10.1016/S0040-4020(01)90127-9

Reference yield:

: 143139-11-1
Boc-Orn(Z)-CH₂Cl

: 136846-36-1
2(R)-Benzyl-8(S)-tert-butyloxycarbonylamino-3-oxo-8a(R)-indolizidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaI / 1.) 1,2-dimethoxyethane, rt, 15 min, 2.) rt, 1 h

2: 95 percent / H₂ / 10percent Pd-C / methanol / 1551.4 Torr / Ambient temperature

3: 50 percent / sodium methoxide / 1,2-dimethoxy-ethane / Ambient temperature

4: 93 percent / 2N NaOH / methanol / 3 h / Ambient temperature

With sodium hydroxide; hydrogen; sodium methylate; sodium iodide; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane;
DOI:10.1016/S0040-4020(01)90127-9