(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide

Base Information

Chemical Name:(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide
CAS No.:99733-16-1
Molecular Formula:C₅₀H₇₃N₁₁O₉S₂
Molecular Weight:1036.33
Hs Code.:

(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide

Synonyms:(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide

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Chemical Property of (S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide

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Technology Process of (S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide

There total 3 articles about (S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide 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: 64.0%

: 52328-05-9,24285-39-0
O-methylisourea hemisulfate

: 99733-17-2
(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-amino-butyl)-amide

: 99733-16-1
(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide

Guidance literature:: With sodium hydroxide; In water; at 0 ℃;
DOI:10.1021/jm00122a017

Reference yield:

: 98612-55-6
(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid

: 99733-16-1
(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole hydrate, 2.) trifluoroacetic acid / 1.) DMF, room temperature, 114 h, 2.) 0 deg C, 2 h

2: 64 percent / 3N NaOH / H₂O / 0 °C

With sodium hydroxide; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In water;
DOI:10.1021/jm00122a017

Reference yield:

: (S)-1-((R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionyl)-pyrrolidine-2-carboxylic acid

: 99733-16-1
(S)-1-[(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carbonyl]-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium ferricyanide / H₂O

2: 1.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole hydrate, 2.) trifluoroacetic acid / 1.) DMF, room temperature, 114 h, 2.) 0 deg C, 2 h

3: 64 percent / 3N NaOH / H₂O / 0 °C

With sodium hydroxide; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; potassium hexacyanoferrate(III); In water;
DOI:10.1021/jm00122a017