{(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester

Base Information

• Chemical Name: {(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester
• CAS No.: 909866-96-2
• Molecular Formula: C₃₃H₄₁N₅O₉
• Molecular Weight: 651.717
• Mol file: 909866-96-2.mol

Synonyms:{(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester

Chemical Property of {(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester

There total 4 articles about {(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl 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:

N-tert-butyloxycarbonyl-1-(O-benzyloxymethyl)-aminoethylglycine ethyl ester (909866-93-9) + [N4-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid (144564-95-4) → {(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester (909866-96-2)

Guidance literature:

With 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 40 ℃; for 24h;

DOI:10.1021/ja0625576

Reference yield:

BOC-O-benzyl-L-serine (23680-31-1) → {(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester (909866-96-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 97 percent / N-methyl morpholine; isobutyl chloroformate / CH₂Cl₂ / 14 h / 20 °C

2.1: lithium aluminum hydride / tetrahydrofuran / 1 h / 0 °C

3.1: methanol; various solvent(s) / 4 h / 4 °C

3.2: 1.6 g / acetic acid; NaBH₃CN / 0.5 h

4.1: DCC; 3-hydroxy-1,2,3-benzotriazin-4(3H)-one / dimethylformamide / 24 h / 40 °C

With 4-methyl-morpholine; lithium aluminium tetrahydride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0625576

Reference yield:

(S)-2-(t-butoxycarbonylamino)-3-phenylmetoxy-1-propanal (79069-54-8) → {(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester (909866-96-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol; various solvent(s) / 4 h / 4 °C

1.2: 1.6 g / acetic acid; NaBH₃CN / 0.5 h

2.1: DCC; 3-hydroxy-1,2,3-benzotriazin-4(3H)-one / dimethylformamide / 24 h / 40 °C

With 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja0625576

upstream raw materials:

N-tert-butyloxycarbonyl-1-(O-benzyloxymethyl)-aminoethylglycine ethyl ester

[N⁴-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid

BOC-O-benzyl-L-serine

(S)-2-(t-butoxycarbonylamino)-3-phenylmetoxy-1-propanal