4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde

Base Information

Chemical Name:4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde
CAS No.:89291-91-8
Molecular Formula:C₅₂H₅₄N₂O₆Si
Molecular Weight:831.096
Hs Code.:

Synonyms:4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde

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Chemical Property of 4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde

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Technology Process of 4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde

There total 2 articles about 4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde 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:

: 89291-90-7
4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyric acid methyl ester

: 89291-91-8
4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; Yield given;
DOI:10.1016/S0040-4039(00)94158-3

Reference yield:

: 89291-89-4
(E)-4-(tert-Butyl-diphenyl-silanyloxy)-but-2-enoic acid methyl ester

: 89291-91-8
4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, -110 deg C, 2.) -78 deg C

2: LiAlH₄ / tetrahydrofuran / -78 °C

With lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)94158-3

Reference yield:

: 89291-91-8
4-(tert-Butyl-diphenyl-silanyloxy)-3-((2S,5S)-1,4-dibenzyl-2,5-bis-benzyloxy-3,6-dioxo-piperazin-2-yl)-butyraldehyde

: 38129-37-2,48186-38-5,89362-24-3
(+/-)-bicyclomycin

Guidance literature:: Multi-step reaction with 14 steps

1: NaBH₄ / methanol

2: imidazole

3: 88 percent / H₂, pyridine / 20 percent Pd-C / ethanol / 40 °C

4: Py

5: 80 percent / AcOH-H₂O / tetrahydrofuran

6: 84 percent / pyridinium tosylate / 1,2-dichloro-ethane / 80 °C

7: 1.) n-BuLi / 1.) -110 deg C, 2.) -78 deg C

8: n-Bu₄NF / tetrahydrofuran

9: 57 percent / H₂ / 20 percent Pd-C / ethanol / 12 h / 80 °C

10: 83 percent / Py

11: 1.) NaBH₄ / 1.) ethanol, 2.) ethanol, room temperature

12: m-chloroperbenzoic acid / CH₂Cl₂

13: 1,2-dichloro-ethane / 0.33 h / 60 °C

14: 66 percent / 2 N sulfuric acid / 8 h / 0 deg C, then 25 deg C

With pyridine; 1H-imidazole; sodium tetrahydroborate; n-butyllithium; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(00)94158-3