(1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Base Information

Chemical Name:(1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione
CAS No.:89291-96-3
Molecular Formula:C₄₅H₄₈N₂O₅Si
Molecular Weight:724.972
Hs Code.:

Synonyms:(1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

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Chemical Property of (1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

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Technology Process of (1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

There total 8 articles about (1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione 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: 84.0%

: 89291-95-2
Acetic acid (2S,5S)-1,4-dibenzyl-5-benzyloxy-5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-propyl]-3,6-dioxo-piperazin-2-yl ester

: 89291-96-3
(1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: With pyridinium p-toluenesulfonate; In 1,2-dichloro-ethane; at 80 ℃;
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

: 89291-96-3
(1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: Multi-step reaction with 8 steps

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

2: LiAlH₄ / tetrahydrofuran / -78 °C

3: NaBH₄ / methanol

4: imidazole

5: 88 percent / H₂, pyridine / 20 percent Pd-C / ethanol / 40 °C

6: Py

7: 80 percent / AcOH-H₂O / tetrahydrofuran

8: 84 percent / pyridinium tosylate / 1,2-dichloro-ethane / 80 °C

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

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

: 89291-96-3
(1R,6S)-7,9-Dibenzyl-6-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: Multi-step reaction with 7 steps

1: LiAlH₄ / tetrahydrofuran / -78 °C

2: NaBH₄ / methanol

3: imidazole

4: 88 percent / H₂, pyridine / 20 percent Pd-C / ethanol / 40 °C

5: Py

6: 80 percent / AcOH-H₂O / tetrahydrofuran

7: 84 percent / pyridinium tosylate / 1,2-dichloro-ethane / 80 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; hydrogen; pyridinium p-toluenesulfonate; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(00)94158-3