1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Base Information

Chemical Name:1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane
CAS No.:148150-69-0
Molecular Formula:C₂₄H₂₅NO₆
Molecular Weight:423.466
Hs Code.:

Synonyms:1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

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Chemical Property of 1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

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Technology Process of 1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

There total 1 articles about 1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane 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:

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

: 148150-69-0
1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 3 h

2: 76 percent / BF₃*Et₂O / CH₂Cl₂ / 8 h / Ambient temperature

3: oxalyl chloride, DMSO / CH₂Cl₂ / 0.17 h / -78 °C

4: CH₂Cl₂; diethyl ether / 0.12 h / -78 °C

5: 75 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.17 h / -78 °C

With dmap; oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane;

Reference yield:

: 41251-37-0
methyl-d3-magnesium iodide

: 148150-69-0
1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

: 1-[N-(9-fluorenylmethyloxycarbonyl)-(1S,2S)-1-amino-2-hydroxy-2-methyl-3,3,3-trideuteriopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

: 1-[N-(9-fluorenylmethyloxycarbonyl)-(1S,2R)-1-amino-2-hydroxy-2-methyl-3,3,3-trideuteriopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Guidance literature:: In diethyl ether; at -78 ℃; for 0.0833333h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo972294l

Reference yield:

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 148150-69-0
1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-oxopropyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

: 1-[N-(9-fluorenylmethyloxycarbonyl)-(1S,2R)-1-amino-2-hydroxy-2-(p-methoxyphenyl)propyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

: 1-[N-(9-fluorenylmethyloxycarbonyl)-(1S,2S)-1-amino-2-hydroxy-2-(p-methoxyphenyl)propyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Guidance literature:: In diethyl ether; at -78 ℃; for 0.0833333h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo972294l