(R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Base Information

Chemical Name:(R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione
CAS No.:95694-71-6
Molecular Formula:C₃₁H₃₈N₂O₉
Molecular Weight:582.651
Hs Code.:

(R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Synonyms:(R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

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Chemical Property of (R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

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Technology Process of (R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

There total 14 articles about (R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-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:

: 95694-62-5
1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-<((tert-butyldimethylsilyl)oxy)propyl>>-2,5-piperazinedione

: 95694-71-6
(R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / Et₃N / tetrahydrofuran / 0.58 h / Ambient temperature

2: 83 percent / Cu(ClO₄)2 / tetrahydrofuran / 16 h / Ambient temperature

3: 99 percent / NaBH₄ / ethanol / 0.33 h / Heating

4: 83 percent / 30percent H₂O₂ / tetrahydrofuran / 0.25 h / Heating

5: 1.) HMPA, n-butyllithium; 2.) O₂ / 1.) THF, -78 deg C, 7 min; 2.) THF, -78 deg C, 10 min, then --> room temp., 3 min

6: 1.) n-BuLi / 1.) THF, -98 deg C, 3 min; 2.) -98 deg C, 10 min, then --> room temp.

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; dihydrogen peroxide; oxygen; copper(II) perchlorate; triethylamine; In tetrahydrofuran; ethanol;
DOI:10.1021/ja00297a035

Reference yield:

: 95782-35-7
1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-<((methylsulfonyl)oxy)methyl>-3''-<((tert-butyldimethylsilyl)oxy)propyl>>-2,5-piperazinedione

: 95694-71-6
(R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / Cu(ClO₄)2 / tetrahydrofuran / 16 h / Ambient temperature

2: 99 percent / NaBH₄ / ethanol / 0.33 h / Heating

3: 83 percent / 30percent H₂O₂ / tetrahydrofuran / 0.25 h / Heating

4: 1.) HMPA, n-butyllithium; 2.) O₂ / 1.) THF, -78 deg C, 7 min; 2.) THF, -78 deg C, 10 min, then --> room temp., 3 min

5: 1.) n-BuLi / 1.) THF, -98 deg C, 3 min; 2.) -98 deg C, 10 min, then --> room temp.

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; dihydrogen peroxide; oxygen; copper(II) perchlorate; In tetrahydrofuran; ethanol;
DOI:10.1021/ja00297a035

Reference yield:

: 92098-12-9
8,10-bis(p-methoxybenzyl)-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

: 95694-71-6
(R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / tetrahydrofuran / 12 h / Ambient temperature

2: NaBH₄ / ethanol / 0.33 h / 45 °C

3: 95.5 percent / 30percent H₂O₂ / tetrahydrofuran / 0.33 h / Heating

4: 1.) HMPA, n-butyllithium; 2.) O₂ / 1.) THF, -78 deg C, 7 min; 2.) THF, -78 deg C, 10 min, then --> room temp., 3 min

5: 1.) n-BuLi / 1.) THF, -98 deg C, 3 min; 2.) -98 deg C, 10 min, then --> room temp.

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; dihydrogen peroxide; oxygen; triethylamine; In tetrahydrofuran; ethanol;
DOI:10.1021/ja00297a035