N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester

Base Information

Chemical Name:N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester
CAS No.:343851-08-1
Molecular Formula:C₂₆H₂₉N₃O₆
Molecular Weight:479.533
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester

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Chemical Property of N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester

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Technology Process of N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester

There total 8 articles about N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-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: 30.0%

: 343851-01-4
N-(benzyloxycarbonyl)-4-iodo-3-methyl-L-phenylalanine methyl ester

: trifurylphosphine (TFP)

: 134039-54-6
1,2,3,4-Tetrahydro-5-iodo-1,3,6-trimethyl-2,4-dioxopyrimidine

: 106-93-4
ethylene dibromide

: 343851-08-1
N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester

Guidance literature:: With chloro-trimethyl-silane; zinc; Pd(dba)2; In tetrahydrofuran; 2,4-dichlorophenoxyacetic acid dimethylamine;

Reference yield:

: 343851-01-4
N-(benzyloxycarbonyl)-4-iodo-3-methyl-L-phenylalanine methyl ester

: 1428442-17-4
C₇H₉IN₂O₂Zn

: 343851-08-1
N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester

Guidance literature:: With tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 15h;
DOI:10.1016/j.bmcl.2012.12.026

Reference yield:

: 80866-75-7
3-methyl-4-nitrobenzyl alcohol

: 343851-08-1
N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen; palladium on activated charcoal / ethyl acetate / 2 h / 20 °C

2: manganese(IV) oxide / dichloromethane / 15 h / 20 °C / Molecular sieve

3: N,N,N',N'-tetramethylguanidine / dichloromethane / 15 h / -30 - 20 °C

4: hydrogen; Rh[(COD)-(S,S)-Me-DuPhos]⁽¹⁺⁾*TfO^(1-) / methanol / 22 h / 20 °C / 3102.97 Torr

5: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

6: sodium nitrite; sulfuric acid; potassium iodide / water / 1 h / -10 - 20 °C

7: bis(dibenzylideneacetone)-palladium⁽⁰⁾; tris-(o-tolyl)phosphine / tetrahydrofuran / 15 h / 50 °C

With hydrogenchloride; manganese(IV) oxide; sulfuric acid; palladium on activated charcoal; Rh[(COD)-(S,S)-Me-DuPhos]⁽¹⁺⁾*TfO^(1-); hydrogen; tris-(o-tolyl)phosphine; potassium iodide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium nitrite; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; 6: |Sandmeyer Reaction;
DOI:10.1016/j.bmcl.2012.12.026