(4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene

Base Information

Chemical Name:(4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene
CAS No.:1420298-25-4
Molecular Formula:C₃₀H₄₁NO₆
Molecular Weight:511.659
Hs Code.:

Synonyms:(4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene

Suppliers and Price of (4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene

Chemical Property:

Purity/Quality:

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Technology Process of (4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene

There total 7 articles about (4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene 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:

: 24424-99-5
di-tert-butyl dicarbonate

: C₂₅H₃₃NO₄

: 1420298-25-4
(4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.5012/bkcs.2012.33.11.3554

Reference yield:

: 131379-07-2
(2R,3S)-2,3-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)butanal

: 1420298-25-4
(4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene

Guidance literature:: Multi-step reaction with 7 steps

1: benzene / 0.08 h / Reflux

2: diisobutylaluminium hydride / dichloromethane; toluene / 0.33 h / -78 °C

3: dmap / dichloromethane / 4 h / 0 - 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 0 - 20 °C

5: triphenylphosphine; di-isopropyl azodicarboxylate; diphenylphosphoranyl azide / tetrahydrofuran / 2 h / 0 - 20 °C

6: triphenylphosphine / tetrahydrofuran / 1 h / Reflux

7: triethylamine / dichloromethane / 4 h / 0 - 20 °C

With dmap; di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; benzene; 6: |Staudinger Azide Reduction;
DOI:10.5012/bkcs.2012.33.11.3554

Reference yield:

: 1420298-22-1
(4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutyldimethylsilyloxy)-1-pivaloylhex-2-ene

: 1420298-25-4
(4S,5S,E)-4,5-bis(benzyloxy)-6-(tertbutoxycarbonylamino)pivaloyloxyhex-2-ene

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 0 - 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate; diphenylphosphoranyl azide / tetrahydrofuran / 2 h / 0 - 20 °C

3: triphenylphosphine / tetrahydrofuran / 1 h / Reflux

4: triethylamine / dichloromethane / 4 h / 0 - 20 °C

With di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 3: |Staudinger Azide Reduction;
DOI:10.5012/bkcs.2012.33.11.3554