N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester

Base Information

Chemical Name:N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester
CAS No.:1404459-24-0
Molecular Formula:C₃₃H₂₉NO₈P*Li
Molecular Weight:605.51
Hs Code.:

Synonyms:N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester

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Chemical Property of N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester

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Technology Process of N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester

There total 7 articles about N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester 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: 80.0%

: 1404459-19-3
N-(fluoren-9-ylmethyloxycarbonyl)-4-(O,O'-dibenzyl-phosphonocarbonyl)-L-phenylalanine methyl ester

: 1404459-24-0
N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester

Guidance literature:: With lithium bromide; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.201201475

Reference yield:

: 4326-36-7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

: 1404459-24-0
N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

2.1: 1,3-bis-(diphenylphosphino)propane; palladium diacetate / water; N,N-dimethyl-formamide / 0.17 h / 70 °C

2.2: 3 h / 70 °C

3.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.2: 3.25 h / 0 - 20 °C / Inert atmosphere

4.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2.58 h / 0 - 20 °C / Inert atmosphere

5.1: toluene / 3 h / 50 °C / Inert atmosphere

6.1: lithium bromide / acetonitrile / 1 h / 20 °C / Inert atmosphere

With oxalyl dichloride; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; trifluoroacetic acid; lithium bromide; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/anie.201201475

Reference yield:

: 112766-18-4
methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-L-tyrosinate

: 1404459-24-0
N-(fluoren-9-ylmethyloxycarbonyl)-4-(O-benzyl-lithium-phosphonocarbonyl)-L-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,3-bis-(diphenylphosphino)propane; palladium diacetate / water; N,N-dimethyl-formamide / 0.17 h / 70 °C

1.2: 3 h / 70 °C

2.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.2: 3.25 h / 0 - 20 °C / Inert atmosphere

3.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2.58 h / 0 - 20 °C / Inert atmosphere

4.1: toluene / 3 h / 50 °C / Inert atmosphere

5.1: lithium bromide / acetonitrile / 1 h / 20 °C / Inert atmosphere

With oxalyl dichloride; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; trifluoroacetic acid; lithium bromide; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/anie.201201475