N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl ester

Base Information

Chemical Name:N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl ester
CAS No.:67581-53-7
Molecular Formula:C₃₄H₄₇N₅O₉S
Molecular Weight:701.841
Hs Code.:

Synonyms:N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl ester

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Chemical Property of N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl ester

Chemical Property:

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Technology Process of N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl ester

There total 9 articles about N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl 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: 95.0%

: 71591-34-9
N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanine

: 71578-65-9
glycyl-L-phenylalanyl-L-methionine methyl ester trifluoroacetate

: 67581-53-7
N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl ester

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; 1.) 0 deg C, 1 h, 2.) RT, 24 h;
DOI:10.1021/jm00142a002

Reference yield:

: 74392-86-2
N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanine methyl ester

: 67581-53-7
N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: H₂O, NaOH / methanol

2: N-hydroxybenzotriazole, triethylamine, dicyclohexylcarbodiimide / formamide / 10 h. 0 deg C, 10 h. room temp.

3: H₂O, NaOH / methanol

4: N-hydroxybenzotriazole, triethylamine, dicyclohexylcarbodiimide / dimethylformamide

5: H₂O, NaOH / methanol

6: N-hydroxybenzotriazole, triethylamine, dicyclohexylcarbodiimide / dimethylformamide

With sodium hydroxide; water; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In methanol; formamide; N,N-dimethyl-formamide;

Reference yield:

: 3978-80-1
Boc-Tyr-OH

: 67581-53-7
N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / triethylamine, 1-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / tetrahydrofuran; CHCl₃ / Ambient temperature

2: 93 percent / 1 N NaOH / methanol / a) 0 deg C, 1 h, b) RT, 4 h

3: 95 percent / triethylamine, 1-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) RT, 24 h

With sodium hydroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; chloroform;
DOI:10.1021/jm00142a002