(7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-7-carboxylic acid methyl ester

Base Information

• Chemical Name: (7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-7-carboxylic acid methyl ester
• CAS No.: 1020257-22-0
• Molecular Formula: C₃₀H₃₉N₃O₇
• Molecular Weight: 553.656

Synonyms:(7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-7-carboxylic acid methyl ester

Chemical Property of (7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-7-carboxylic acid methyl ester

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Technology Process of (7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-7-carboxylic acid methyl ester

There total 10 articles about (7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-7-carboxylic acid 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: 70.0%

(S)-2-{(S)-2-[(S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl)propionylamino]-4-methylpentanoylamino}-6-iodohexanoic acid methyl ester (1198577-42-2) → (7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl ester (1020257-22-0)

Guidance literature:

With potassium carbonate; caesium carbonate; In acetonitrile; Inert atmosphere; Reflux;

DOI:10.1071/CH09101

Reference yield: 43.0%

(7S,10S,13S)-13-amino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1-(18),15(19),16-triene-7-carboxylic acid methyl ester hydrogen chloride salt (1020257-21-9) + benzyl chloroformate (501-53-1,94274-21-2) → (7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl ester (1020257-22-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

Reference yield: 31.0%

C30H41N3O8 → (7S,10S,13S)-13-benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl ester (1020257-22-0)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1071/CH09101

upstream raw materials:

(7S,10S,13S)-13-amino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1-⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-7-carboxylic acid methyl ester hydrogen chloride salt

benzyl chloroformate

(S)-2-{(S)-2-[(S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl)propionylamino]-4-methylpentanoylamino}-6-iodohexanoic acid methyl ester

N-(tert-butyloxycarbonyl)-O-allyl-(S)-tyrosine

Downstream raw materials:

CAT₅₀₅

CAT₈₁₁

((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-13-yl)-carbamic acid benzyl ester

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