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

Base Information

Chemical Name:(8S,8aR,2R)-2-Benzyl-8(S)-tert-butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine
CAS No.:136890-94-3
Molecular Formula:C₂₂H₃₀N₂O₅
Molecular Weight:402.491
Hs Code.:

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

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Chemical Property of (8S,8aR,2R)-2-Benzyl-8(S)-tert-butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine

Chemical Property:

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Technology Process of (8S,8aR,2R)-2-Benzyl-8(S)-tert-butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine

There total 3 articles about (8S,8aR,2R)-2-Benzyl-8(S)-tert-butyloxycarbonylamino-2-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: 50.0%

: 100-39-0
benzyl bromide

: 143139-12-2
8(S)-tert-Butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine

: 136802-63-6
(8S,8aR,2S)-2-Benzyl-8(S)-tert-butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine

: 143170-13-2
(8S,8aS,2S)-2-Benzyl-8(S)-tert-butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine

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

Guidance literature:: With sodium methylate; In 1,2-dimethoxyethane; Ambient temperature;
DOI:10.1016/S0040-4020(01)90127-9

Reference yield:

: 143139-11-1
Boc-Orn(Z)-CH₂Cl

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 134935-89-0
Methyl 8-benzyloxycarbonylamino-5(S)-tert-butyloxycarbonylamino-2-methoxycarbonyl-4-oxooctanoate

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

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / H₂ / 10percent Pd-C / methanol / 1551.4 Torr / Ambient temperature

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

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