(6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1⁽¹⁷⁾,14⁽¹⁸⁾,15-triene-6-carboxylic acid methyl ester

Base Information

• Chemical Name: (6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1⁽¹⁷⁾,14⁽¹⁸⁾,15-triene-6-carboxylic acid methyl ester
• CAS No.: 1146001-72-0
• Molecular Formula: C₂₉H₃₇N₃O₇
• Molecular Weight: 539.629

Synonyms:(6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1⁽¹⁷⁾,14⁽¹⁸⁾,15-triene-6-carboxylic acid methyl ester

Chemical Property of (6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1⁽¹⁷⁾,14⁽¹⁸⁾,15-triene-6-carboxylic acid methyl ester

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Technology Process of (6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1⁽¹⁷⁾,14⁽¹⁸⁾,15-triene-6-carboxylic acid methyl ester

There total 1 articles about (6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1⁽¹⁷⁾,14⁽¹⁸⁾,15-triene-6-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:

C21H31N3O5*ClH + benzyl chloroformate (501-53-1,94274-21-2) → (6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1(17),14(18),15-triene-6-carboxylic acid methyl ester (1146001-72-0)

Guidance literature:

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

DOI:10.1002/anie.200805014

Reference yield: 83.0%

(6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1(17),14(18),15-triene-6-carboxylic acid methyl ester (1146001-72-0) → ((6S,9S,12S)-6-hydroxymethyl-9-isobutyl-8,11-dioxo-2-oxa-7,10-diaza-bicyclo[12.2.2]octadeca-1(17),14(18),15-trien-12-yl)-carbamic acid benzyl ester (1146001-73-1)

Guidance literature:

(6S,9S,12S)-12-benzyloxycarbonylamino-9-isobutyl-8,11-dioxo-2-oxa-7,10-diazabicyclo[12.2.2]octadeca-1⁽¹⁷⁾,14⁽¹⁸⁾,15-triene-6-carboxylic acid methyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With methanol; In tetrahydrofuran;

DOI:10.1002/anie.200805014

upstream raw materials:

benzyl chloroformate

Downstream raw materials:

((6S,9S,12S)-6-hydroxymethyl-9-isobutyl-8,11-dioxo-2-oxa-7,10-diaza-bicyclo[12.2.2]octadeca-1⁽¹⁷⁾,14⁽¹⁸⁾,15-trien-12-yl)-carbamic acid benzyl ester

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