(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4, 6,10,18-pentaen-9-yl carbamate

Base Information

• Chemical Name: (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4, 6,10,18-pentaen-9-yl carbamate
• CAS No.: 1427296-91-0
• Molecular Formula: C₃₅H₄₄N₂O₉
• Molecular Weight: 636.742

Synonyms:(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4, 6,10,18-pentaen-9-yl carbamate

Chemical Property of (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4, 6,10,18-pentaen-9-yl carbamate

Chemical Property:

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Safty Information:

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Useful:

Technology Process of (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4, 6,10,18-pentaen-9-yl carbamate

There total 9 articles about (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4, 6,10,18-pentaen-9-yl carbamate 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: 100.0%

(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-21-iodo-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4, 6,10,18-pentaen-9-yl carbamate (75747-28-3) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) → (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4, 6,10,18-pentaen-9-yl carbamate (1427296-91-0)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cesium fluoride; In 1,4-dioxane; water; at 40 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c3cc43457e

Reference yield: 91.0%

(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-21-iodo-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4, 6,10,18-pentaen-9-yl carbamate (75747-28-3) + phenylboronic acid (98-80-6) → (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4, 6,10,18-pentaen-9-yl carbamate (1427296-91-0)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cesium fluoride; In 1,4-dioxane; at 40 ℃; for 4h; Solvent; Temperature; Time; Inert atmosphere;

DOI:10.1039/c3cc43457e

Reference yield: 85.0%

(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-21-iodo-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4, 6,10,18-pentaen-9-yl carbamate (75747-28-3) + tributylphenylstannane (960-16-7) → (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-10,12,16,21-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4, 6,10,18-pentaen-9-yl carbamate (1427296-91-0)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triphenyl-arsane; In N,N-dimethyl-formamide; at 35 ℃;

DOI:10.1038/nchem.1596

upstream raw materials:

geldanmycin

(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-21-iodo-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4, 6,10,18-pentaen-9-yl carbamate

tributylphenylstannane

phenylboronic acid

Downstream raw materials:

(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-(allylamino)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-21-phenyl-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4,6,10,18-pentaen-9-yl carbamate

(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-(2-(dimethylamino)ethylamino)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-21-phenyl-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4,6,10,18-pentaen-9-yl carbamate

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