5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester

Base Information

• Chemical Name: 5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester
• CAS No.: 931396-33-7
• Molecular Formula: C₂₂H₃₂N₂O₆
• Molecular Weight: 420.506
• Mol file: 931396-33-7.mol

Synonyms:5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester

Chemical Property of 5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester

There total 9 articles about 5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid 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: 65.0%

5-[allyloxycarbonylmethyl-(2-nitro-benzenesulfonyl)-amino]-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester (931396-31-5) → 5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester (931396-33-7)

Guidance literature:

With potassium carbonate; thiophenol; In acetonitrile;

DOI:10.1134/S0012500806050016

Reference yield:

allyl 2-(2-nitrophenylsulfonamido)acetate (868837-28-9) → 5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester (931396-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1: DEAD; PPh₃ / tetrahydrofuran

2: 65 percent / PhSH; K₂CO₃ / acetonitrile

With potassium carbonate; thiophenol; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; acetonitrile; 1: Mitsunobu condensation;

DOI:10.1134/S0012500806050016

Reference yield:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → 5-(allyloxycarbonylmethyl-amino)-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester (931396-33-7)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂SO₄ / diethyl ether

2: NaHCO₃ / dioxane; H₂O

3: BH₃*THF / tetrahydrofuran

4: DEAD; PPh₃ / tetrahydrofuran

5: 65 percent / PhSH; K₂CO₃ / acetonitrile

With borane-THF; sulfuric acid; sodium hydrogencarbonate; potassium carbonate; thiophenol; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; acetonitrile; 4: Mitsunobu condensation;

DOI:10.1134/S0012500806050016

upstream raw materials:

5-[allyloxycarbonylmethyl-(2-nitro-benzenesulfonyl)-amino]-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester

allyl 2-(2-nitrophenylsulfonamido)acetate

L-glutamic acid

glycine allyl ester

Downstream raw materials:

5-{allyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester