<4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione

Base Information

Chemical Name:<4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione
CAS No.:133908-97-1
Molecular Formula:C₂₇H₃₀N₂O₉
Molecular Weight:526.543
Hs Code.:

Synonyms:<4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione

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Chemical Property of <4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione

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Technology Process of <4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione

There total 4 articles about <4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione 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: 75.0%

: 75-44-5
phosgene

: 133909-12-3
<5S,1'R,2'S,3'S>-5-(4'-benzyloxy-2',3'-O-isopropylidenedioxy-1'-hydroxy)butyl-5-methoxy-3-N-(4-methoxybenzyl)hydantoin

: 133908-97-1
<4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4020(01)96123-X

Reference yield:

: 133908-93-7
<5S,1'S,2'R,3'S>-5-(1'-t-Butyldimethylsilyloxy-2',3'-O-isopropylidenedioxy-4'-benzyloxy)butyl-5-methoxy-3-(4-methoxybenzyl)-1-N-methoxycarbonylhydantoin

: 133908-97-1
<4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / 0.5M aq. K₂CO₃ / methanol / Ambient temperature

2: 44 percent / 0.5M aq. K₂CO₃ / methanol / 8 h / 60 °C

3: 90 percent / n-Bu₄NF / tetrahydrofuran / 0 °C

4: 75 percent / Et₃N / CH₂Cl₂ / 0 °C

With tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)96123-X

Reference yield:

: 129744-35-0
<5R,1'S,2'R,3'S>-5-(1'-t-Butyldimethylsilyloxy-2',3'-O-isopropylidenedioxy-4'-benzyloxy)butyl-5-methoxy-3-(4-methoxybenzyl)hydantoin

: 133908-97-1
<4S,5R,1'R,2'S>-4-(3-Benzyloxy-1',2'-O-isopropylidenedioxy)propyl-5-methoxy-7-N-(4-methoxybenzyl)-1,7-diaza-3-oxabicyclo<3.3.0>octane-2,6,8-trione

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / n-Bu₄NF / tetrahydrofuran / 0 °C

2: 75 percent / Et₃N / CH₂Cl₂ / 0 °C

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)96123-X