9-(N,N-dimethylglycylamido)minocycline

Base Information

• Chemical Name: 9-(N,N-dimethylglycylamido)minocycline
• CAS No.: 151922-16-6
• Molecular Formula: C₂₇H₃₅N₅O₈
• Molecular Weight: 557.604
• Mol file: 151922-16-6.mol

Synonyms:2-Naphthacenecarboxamide,4,7-bis(dimethylamino)-9-[[(dimethylamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-,(4S,4aS,5aR,12aS)- (9CI); 2-Naphthacenecarboxamide,4,7-bis(dimethylamino)-9-[[(dimethylamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-,[4S-(4a,4aa,5aa,12aa)]-

Chemical Property of 9-(N,N-dimethylglycylamido)minocycline

Chemical Property:

• Vapor Pressure: 2.39E-24mmHg at 25°C
• Boiling Point: 761°Cat760mmHg
• Flash Point: 414.1°C
• PSA: 201.45000
• Density: 1.51g/cm³
• LogP: 1.32930

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(N,N-dimethylglycylamido)minocycline

There total 4 articles about 9-(N,N-dimethylglycylamido)minocycline 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 Hydrochloride (13614-98-7) → 9-(N,N-dimethylglycylamido)-minocycline (151922-16-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / KNO₃, H₂SO₄ / 1.5 h / 0 °C

2: 96 percent / H₂, 2 N aq. H₂SO₄ / 10percent Pd/C / 2-methoxy-ethanol / 1.5 h / 2068.6 Torr

3: Na₂CO₃, N,N-dimethylpropyleneurea / acetonitrile / 0.5 h / Ambient temperature

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sulfuric acid; hydrogen; sodium carbonate; potassium nitrate; palladium on activated charcoal; In 2-methoxy-ethanol; acetonitrile;

DOI:10.1021/jm00027a023

Reference yield:

<4S-(4α,12aα)>-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-2-naphthacenecarboxamide disulfate → 9-(N,N-dimethylglycylamido)-minocycline (151922-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / H₂, 2 N aq. H₂SO₄ / 10percent Pd/C / 2-methoxy-ethanol / 1.5 h / 2068.6 Torr

2: Na₂CO₃, N,N-dimethylpropyleneurea / acetonitrile / 0.5 h / Ambient temperature

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sulfuric acid; hydrogen; sodium carbonate; palladium on activated charcoal; In 2-methoxy-ethanol; acetonitrile;

DOI:10.1021/jm00027a023

Reference yield:

N,N-dimethylaminoacetyl chloride hydrochloride (60853-81-8) + <4S-(4α,12aα)>-9-amino-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide disulfate → 9-(N,N-dimethylglycylamido)-minocycline (151922-16-6)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium carbonate; In acetonitrile; for 0.5h; Ambient temperature;

DOI:10.1021/jm00027a023

upstream raw materials:

N,N-dimethylaminoacetyl chloride hydrochloride

minocycline Hydrochloride

Refernces

• 1、 -. "OXAZOLE DERIVATIVES OF TETRACYCLINES". Page/Page column 70. . Retrieved 2008/06/13.