N²-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzoyl)-N⁵-((R)-1-carboxy-2-mercaptoethyl)-L-glutamine

Base Information

• Chemical Name: N²-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzoyl)-N⁵-((R)-1-carboxy-2-mercaptoethyl)-L-glutamine
• CAS No.: 250143-83-0
• Molecular Formula: C₂₂H₂₄N₈O₇S
• Molecular Weight: 544.548

Synonyms:N²-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzoyl)-N⁵-((R)-1-carboxy-2-mercaptoethyl)-L-glutamine

Chemical Property of N²-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzoyl)-N⁵-((R)-1-carboxy-2-mercaptoethyl)-L-glutamine

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Technology Process of N²-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzoyl)-N⁵-((R)-1-carboxy-2-mercaptoethyl)-L-glutamine

There total 8 articles about N²-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzoyl)-N⁵-((R)-1-carboxy-2-mercaptoethyl)-L-glutamine 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: 78.0%

C3H6NOPolS + folate (59-30-3) → cysteine-folic acid (250143-83-0)

Guidance literature:

C₃H₆NOPolS; folate; With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; for 24h; solid phase reaction;

With chlorotriisopropylsilane; ethane-1,2-dithiol; trifluoroacetic acid; In water; dimethyl sulfoxide; solid phase reaction;

DOI:10.1021/bm300201x

Reference yield: 59.0%

(S)-2-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzamido)-5-((2,5-dioxopyrrolidin-1-yl)oxy)-5-oxopentanoic acid (153445-05-7) + N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine (103213-32-7,167015-11-4) → N2-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzoyl)-N5-((R)-1-carboxy-2-mercaptoethyl)-L-glutamine (250143-83-0)

Guidance literature:

N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine; With 4-methyl-morpholine; In N,N-dimethyl-formamide; at 23 ℃; for 24h;

With piperidine; In N,N-dimethyl-formamide; for 0.166667h;

(S)-2-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzamido)-5-((2,5-dioxopyrrolidin-1-yl)oxy)-5-oxopentanoic acid; Further stages;

Reference yield: 38.0%

N10-Tfa-Pte-L-Glu-L-Cys (1041170-98-2) → N2-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzoyl)-N5-((R)-1-carboxy-2-mercaptoethyl)-L-glutamine (250143-83-0)

Guidance literature:

With piperidine; D,L-dithiothreitol; In water; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1002/chem.201101640

upstream raw materials:

C₂₄H₂₃F₃N₈O₈S

N₁₀-trifluoroacetylpteroic acid

Fmoc-Glu-OtBu

folate

Downstream raw materials:

C₇₂H₇₇N₉O₂₃S₂

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