(S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate
CAS No.:1265172-64-2
Molecular Formula:C₃₈H₆₀BrN₅O₈
Molecular Weight:794.827
Hs Code.:

(S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate

Synonyms:(S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate

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Chemical Property of (S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate

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Technology Process of (S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate

There total 6 articles about (S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-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: 100.0%

: 1265172-75-5
(2S)-tert-butyl 1-((3S)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxo-2-(prop-2-ynyloxy)butyl)azetidine-2-carboxylate

: 107047-10-9
p-bromobenzylazide

: 1265172-64-2
(S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate

Guidance literature:: With copper(l) iodide; In tetrahydrofuran; at 20 ℃; for 14h;
DOI:10.1002/anie.201004853

Reference yield:

: C₁₆H₂₁NO₆

: 1265172-64-2
(S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: oxygen; sodium cyanoborohydride / methanol / 18 h / 0 °C

2: palladium on carbon; hydrogen; acetic acid / methanol / 0.5 h

3: sodium cyanoborohydride / methanol / 17.5 h / 0 °C

4: sodium hydride / tetrahydrofuran / 0 - 20 °C

5: copper(l) iodide / tetrahydrofuran / 14 h / 20 °C

With copper(l) iodide; palladium on carbon; hydrogen; oxygen; sodium hydride; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol;
DOI:10.1002/anie.201004853

Reference yield:

: 1265172-59-5
(S)-tert-butyl 1-((S)-3-(benzyloxycarbonylamino)-4-tert-butoxy-2-hydroxy-4-oxobutyl)azetidine-2-carboxylate

: 1265172-64-2
(S)-tert-butyl 1-((2R,3S)-2-((1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-4-tert-butoxy-3-((S)-3,4-di-tert-butoxy-4-oxobutylamino)-4-oxobutyl)azetidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: palladium on carbon; hydrogen; acetic acid / methanol / 0.5 h

2: sodium cyanoborohydride / methanol / 17.5 h / 0 °C

3: sodium hydride / tetrahydrofuran / 0 - 20 °C

4: copper(l) iodide / tetrahydrofuran / 14 h / 20 °C

With copper(l) iodide; palladium on carbon; hydrogen; sodium hydride; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol;
DOI:10.1002/anie.201004853