tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate

Base Information

Chemical Name:tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate
CAS No.:137452-35-8
Molecular Formula:C₁₇H₂₄INO₄
Molecular Weight:433.286
Hs Code.:

Synonyms:tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate

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Chemical Property of tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate

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Technology Process of tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate

There total 4 articles about tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate 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: 87.0%

: 124620-51-5
(S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-5-hydroxypentanoate

: 137452-35-8
tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2008.11.001

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 137452-35-8
tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: perchloric acid / 24 h / 20 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 20 h / 20 °C / Inert atmosphere

3.1: potassium dihydrogenphosphate; sodium tetrahydroborate / methanol; water / 1 h / Inert atmosphere

4.1: iodine; triphenylphosphine; 1H-imidazole / dichloromethane / 1 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; potassium dihydrogenphosphate; perchloric acid; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; mineral oil; 4.1: |Appel Halogenation;
DOI:10.1021/ol5023195

Reference yield:

: 35418-16-7,85136-12-5
L-t-butyl pyroglutamate

: 137452-35-8
tert-butyl (S)-2-(benzyloxycarbonylamino)-5-iodopentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 20 h / 20 °C / Inert atmosphere

2.1: potassium dihydrogenphosphate; sodium tetrahydroborate / methanol; water / 1 h / Inert atmosphere

3.1: iodine; triphenylphosphine; 1H-imidazole / dichloromethane / 1 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; potassium dihydrogenphosphate; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; mineral oil; 3.1: |Appel Halogenation;
DOI:10.1021/ol5023195