[4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide

Base Information

Chemical Name:[4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide
CAS No.:389139-32-6
Molecular Formula:C₃₀H₃₁N₃O₈
Molecular Weight:561.591
Hs Code.:

[4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide

Synonyms:[4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide

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Chemical Property of [4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide

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Technology Process of [4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide

There total 2 articles about [4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide 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:

: minocycline bishydrochloride

: 389139-32-6
[4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / N-iodosuccinimide; methanesulfonic acid / 3 h / 20 °C

2: Na₂CO₃ / Pd(OAc)2 / methanol; dimethylformamide; H₂O / 2 h / Heating

With N-iodo-succinimide; methanesulfonic acid; sodium carbonate; palladium diacetate; In methanol; water; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1021/jo030047d

Reference yield:

: 3-formyl phenylboronic acid

: 4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-9-iodo-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide dihydrochloride

: 389139-32-6
[4S-(4α, 12aα)]-4,7-bis(dimethylamino)-9-(3-formylphenyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxamide

Guidance literature:: With sodium carbonate; palladium diacetate; In methanol; water; N,N-dimethyl-formamide; for 2h; Heating;
DOI:10.1021/jo030047d