(1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Base Information

Chemical Name:(1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione
CAS No.:135366-26-6
Molecular Formula:C₃₈H₅₄N₂O₈Si
Molecular Weight:694.941
Hs Code.:

(1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

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Chemical Property of (1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

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Technology Process of (1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

There total 8 articles about (1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-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:

: 135366-10-8,135416-39-6
(Z)-1,4-bis(p-methoxybenzyl)-3-(6'-hydroxy-4'-hexenyl)-6-methoxy-2,5-piperazinedione

: 135366-26-6,135416-40-9
(1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 37 percent / p-toluenesulfonic acid, pyridinium p-toluenesulfonate / CH₂Cl₂ / 70 h / Heating

3: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h

4: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, methanol, RT, 7 h

5: 1.) triethylamine, methanesulfonyl chloride, 2.) NaBH₄ / 1.) THF, 0 deg C, 1 h, 2.) CH₂Cl₂, ethanol, 80 deg C, 3 h

6: 30percent H₂O₂ / tetrahydrofuran / 0.5 h / Heating

7: 1.) n-butyllithium, TMEDA / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, -78 deg C, 20 min

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dihydrogen peroxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

: 135366-07-3,135416-38-5
(Z)-1,4-bis(p-methoxybenzyl)-3<6'-(tetrahydropyranyloxy)-4'-hexenyl>-6-methoxy-2,5-piperazinedione

: 135366-26-6,135416-40-9
(1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / p-toluenesulfonic acid / methanol / 2 h / 25 °C

2: 37 percent / p-toluenesulfonic acid, pyridinium p-toluenesulfonate / CH₂Cl₂ / 70 h / Heating

4: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h

5: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, methanol, RT, 7 h

6: 1.) triethylamine, methanesulfonyl chloride, 2.) NaBH₄ / 1.) THF, 0 deg C, 1 h, 2.) CH₂Cl₂, ethanol, 80 deg C, 3 h

7: 30percent H₂O₂ / tetrahydrofuran / 0.5 h / Heating

8: 1.) n-butyllithium, TMEDA / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, -78 deg C, 20 min

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dihydrogen peroxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 135366-11-9
(Z)-11,13-bis(p-methoxybenzyl)-11,13-diaza-2-oxabicyclo<7.2.2>tridec-4-ene-10,12-dione

: 135366-26-6,135416-40-9
(1R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-2-methylene-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: Multi-step reaction with 6 steps

2: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h

3: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, methanol, RT, 7 h

4: 1.) triethylamine, methanesulfonyl chloride, 2.) NaBH₄ / 1.) THF, 0 deg C, 1 h, 2.) CH₂Cl₂, ethanol, 80 deg C, 3 h

5: 30percent H₂O₂ / tetrahydrofuran / 0.5 h / Heating

6: 1.) n-butyllithium, TMEDA / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, -78 deg C, 20 min

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dihydrogen peroxide; ozone; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;