BOC-D-glutamine benzyl ester

Base Information

• Chemical Name: BOC-D-glutamine benzyl ester
• CAS No.: 61543-21-3
• Molecular Formula: C₁₇H₂₄N₂O₅
• Molecular Weight: 336.388
• Mol file: 61543-21-3.mol

Synonyms:BOC-D-glutamine benzyl ester

Chemical Property of BOC-D-glutamine benzyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of BOC-D-glutamine benzyl ester

There total 13 articles about BOC-D-glutamine benzyl 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: 91.0%

(2R)-5-amino-2-(tert-butoxycarbonylamino)-5-oxo-pentanoic acid (61348-28-5) + benzyl bromide (100-39-0) → BOC-D-glutamine benzyl ester (61543-21-3)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 2h;

DOI:10.1016/S0040-4039(98)00862-4

Reference yield: 80.5%

Boc-Gln-OH (13726-85-7) + benzyl bromide (100-39-0) → (S)-benzyl 5-amino-2-((tert-butoxycarbonyl)amino)-5-oxopentanoate (61543-21-3)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1002/anie.200603207

Reference yield: 79.0%

Boc-Glu-OBn (30924-93-7) → (S)-benzyl 5-amino-2-((tert-butoxycarbonyl)amino)-5-oxopentanoate (61543-21-3)

Guidance literature:

With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate; In 1,4-dioxane; at 20 ℃; for 19h; Inert atmosphere;

DOI:10.1055/s-0028-1088128

upstream raw materials:

(2R)-5-amino-2-(tert-butoxycarbonylamino)-5-oxo-pentanoic acid

benzyl bromide

Boc-Gln-OH

phenyldiazomethane

Downstream raw materials:

L-glutamine phenylmethyl ester

benzyl 3-tert-butyloxycarbonyl-(tetrahydro)pyrimidin-2-one-4(S)-carboxylate

Boc-Lys(2-Adoc)-Glu(O-cHex)-Leu-Leu-Gln-OBzl

Boc-Lys(2-Adoc)-Glu(O-cHex)-Leu-Leu-Gln-OH