3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester

Base Information

• Chemical Name: 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester
• CAS No.: 149838-33-5
• Molecular Formula: C₆₀H₉₄N₆O₁₈
• Molecular Weight: 1187.44
• Mol file: 149838-33-5.mol

Synonyms:3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester

Chemical Property of 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester

There total 14 articles about 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl 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:

1-tert-butyl 5-methyl (2S)-2-{[(benzyloxy)carbonyl]amino}pentanedioate (57732-63-5) → 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester (149838-33-5)

Guidance literature:

Multi-step reaction with 5 steps

1: NaOH

2: dicyclohexylcarbodiimide (DCC) / CH₂Cl₂

3: 88 percent / H₂, 1 M methanolic HCl / 5percent Pd/C / methanol / 5 h

4: 85 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / Ambient temperature

5: 1.) aq. NaOH, 2.) dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine / 1.) CH₃OH, RT, 2 h, 2.) CH₂Cl₂, RT, overnight

With hydrogenchloride; dmap; sodium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ja00068a022

Reference yield:

L-glutamic acid 1-tert-butyl ester 5-methyl ester (79640-72-5) → 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester (149838-33-5)

Guidance literature:

Multi-step reaction with 6 steps

2: aq. NaOH

3: 88 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / Ambient temperature

4: 63 percent / aq. NaOH / methanol / 2 h / Ambient temperature

5: 85 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / Ambient temperature

6: 1.) aq. NaOH, 2.) dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine / 1.) CH₃OH, RT, 2 h, 2.) CH₂Cl₂, RT, overnight

With dmap; sodium hydroxide; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/ja00068a022

Reference yield:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester (149838-33-5)

Guidance literature:

Multi-step reaction with 4 steps

1: dicyclohexylcarbodiimide (DCC) / CH₂Cl₂

2: 88 percent / H₂, 1 M methanolic HCl / 5percent Pd/C / methanol / 5 h

3: 85 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / Ambient temperature

4: 1.) aq. NaOH, 2.) dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine / 1.) CH₃OH, RT, 2 h, 2.) CH₂Cl₂, RT, overnight

With hydrogenchloride; dmap; sodium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ja00068a022

upstream raw materials:

3--5-(((tert-butoxycarbonyl)amino)methyl)furan

N-(tert-butoxycarbonyl)-γ-L-glutamyl-γ-L-glutamyl-γ-L-glutamyl-L-glutamic acid, α,α',α'',α'''-tetra-tert-butyl γ-methyl pentaester

tyrosamine

di-tert-butyl dicarbonate