N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine tert-butyl ester

Base Information

Chemical Name:N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine tert-butyl ester
CAS No.:109335-02-6
Molecular Formula:C₅₈H₈₀Cl₂N₆O₇
Molecular Weight:1044.22
Hs Code.:

Synonyms:N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine tert-butyl ester

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Chemical Property of N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine tert-butyl ester

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Technology Process of N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine tert-butyl ester

There total 14 articles about N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine 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:

: 6671-25-6
2-(2-benzyloxycarbonylamino-2-methyl-propionylamino)-2-methylpropionic acid methyl ester

: 109335-02-6
N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87.2 percent / H₂, conc. HCl / 10percent Pd/C / methanol / 0.75 h / 760 Torr

2: N-methylmorpholine / dimethylformamide; tetrahydrofuran / 1.) -15 deg C, 45 min, 2.) 25 deg C, 2.5 h

3: 73.8 percent / ammonium formate / 10percent Pd/C / methanol / 0.25 h / 25 °C

4: 84.3 percent / N,N-diisopropylethylamine / acetonitrile / 18 h / 25 °C

5: 94.9 percent / 4N NaOH / methanol; tetrahydrofuran / 18 h / 25 °C

6: Et₃N / toluene / 4.5 h / -5 - 25 °C

7: toluene / 18 h / 25 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; ammonium formate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00392a025

Reference yield:

: 5545-54-0
N-(benzyloxycarbonyl)-O-(1,1-dimethylethyl)-L-tyrosine

: 109335-02-6
N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: N-methylmorpholine / tetrahydrofuran / 0.03 h / -18 - -12 °C

2: N-methylmorpholine / dimethylformamide; tetrahydrofuran / 1.) -15 deg C, 45 min, 2.) 25 deg C, 2.5 h

3: 73.8 percent / ammonium formate / 10percent Pd/C / methanol / 0.25 h / 25 °C

4: 84.3 percent / N,N-diisopropylethylamine / acetonitrile / 18 h / 25 °C

5: 94.9 percent / 4N NaOH / methanol; tetrahydrofuran / 18 h / 25 °C

6: Et₃N / toluene / 4.5 h / -5 - 25 °C

7: toluene / 18 h / 25 °C

With 4-methyl-morpholine; sodium hydroxide; ammonium formate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00392a025

Reference yield:

: 148-82-3,8057-25-8
L-PAM

: 109335-02-6
N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylmelphalanylleucine tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 70.4 percent / Na₂CO₃, 1.0 N NaOH / 4.5 h / 0 - 5 °C

2: N-methylmorpholine / tetrahydrofuran / 0.03 h / -18 - -12 °C

3: N-methylmorpholine / dimethylformamide; tetrahydrofuran / 1.) -15 deg C, 30 min, 2.) 25 deg C, 1.5 h

4: 83.5 percent / ammonium formate / 10percent Pd/C / methanol

5: toluene / 18 h / 25 °C

With 4-methyl-morpholine; sodium hydroxide; ammonium formate; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00392a025