N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-benzyl ester

Base Information

• Chemical Name: N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-benzyl ester
• CAS No.: 898561-90-5
• Molecular Formula: C₃₄H₃₄NO₆P
• Molecular Weight: 583.621

Synonyms:N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-benzyl ester

Chemical Property of N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-benzyl ester

Chemical Property:

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Technology Process of N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-benzyl ester

There total 4 articles about N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-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: 86.0%

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) + (o-hydroxyphenyl)diphenylphosphine (60254-10-6) → N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-benzyl ester (898561-90-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo060409s

Reference yield:

O-methoxymethylphenol (824-91-9) → N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-benzyl ester (898561-90-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi; TMEDA / hexane / 1.5 h / 20 °C

1.2: 61 percent / hexane / 16 h / 20 °C

2.1: 77 percent / HCl / methanol / 1 h / 20 °C

3.1: 86 percent / N,N-dimethylaminopyridine; N,N'-dicyclohexylcarbodimide / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dicyclohexyl-carbodiimide; In methanol; hexane; dichloromethane;

DOI:10.1021/jo060409s

Reference yield:

methoxymethyl o-diphenylphosphinophenyl ether (62815-32-1) → N-t-butoxycarbonyl-L-aspartic acid 4-(2-diphenylphosphanyl-phenyl) ester 1-benzyl ester (898561-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / HCl / methanol / 1 h / 20 °C

2: 86 percent / N,N-dimethylaminopyridine; N,N'-dicyclohexylcarbodimide / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; dmap; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jo060409s

upstream raw materials:

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

(o-hydroxyphenyl)diphenylphosphine

O-methoxymethylphenol

methoxymethyl o-diphenylphosphinophenyl ether

Downstream raw materials:

N^α-t-butoxycarbonyl-N^γ-(2,3,4,5-tetra-O-benzyl-α-D-glucopyranosyl)-L-asparagine-O-benzyl ester

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