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

Base Information

Chemical Name:N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylphenylalanylleucine tert-butyl ester
CAS No.:109335-06-0
Molecular Formula:C₅₄H₇₃N₅O₇
Molecular Weight:904.203
Hs Code.:

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

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

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

There total 9 articles about N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylphenylalanylleucine 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

: 109335-06-0
N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylphenylalanylleucine 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 / 48 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

: 109335-06-0
N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylphenylalanylleucine 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 / 48 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:

: 109334-96-5
methyl α-aminoisobutyryl-α-aminoisobutyrate hydrochloride

: 109335-06-0
N,N-dibenzyl-O-tert-butyltyrosyl-α-aminoisobutyryl-α-aminoisobutyrylphenylalanylleucine tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2: 73.8 percent / ammonium formate / 10percent Pd/C / methanol / 0.25 h / 25 °C

3: 84.3 percent / N,N-diisopropylethylamine / acetonitrile / 18 h / 25 °C

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

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

6: toluene / 48 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