de-6-MSA-pactamycin

Base Information

Chemical Name:de-6-MSA-pactamycin
CAS No.:1073233-89-2
Molecular Formula:C₂₀H₃₂N₄O₆
Molecular Weight:424.497
Hs Code.:

Synonyms:de-6-MSA-pactamycin

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Chemical Property of de-6-MSA-pactamycin

Chemical Property:

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Technology Process of de-6-MSA-pactamycin

There total 28 articles about de-6-MSA-pactamycin 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: 86.0%

: 1295471-30-5
C₂₀H₃₀N₆O₆

: 1073233-89-2
de-6-MSA-pactamycin

Guidance literature:: With ammonium chloride; zinc; In ethanol; water; at 20 ℃; for 6h;
DOI:10.1021/jo301638z

Reference yield:

: 1403757-81-2
(4S,5R,6R,7S,8S,9S)-9-azido-7-((tert-butyldiphenylsilyloxy)-methyl)-6,7-dihydroxy-1-(4-methoxybenzyl)-4,6-dimethyl-8-(3-(prop-1-en-2-yl)phenylamino)-3-oxa-1-azaspiro[4.4]nonan-2-one

: 1073233-89-2
de-6-MSA-pactamycin

Guidance literature:: Multi-step reaction with 16 steps

1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide; water / acetone; tetrahydrofuran / 2 h / 20 °C

2.1: sodium periodate / water; tetrahydrofuran / 3 h / 20 °C

3.1: trifluoroacetic acid / neat (no solvent) / 40 °C

4.1: pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane; tetrahydrofuran / 20 °C

4.2: 20 °C

5.1: ammonium chloride; zinc / water; tetrahydrofuran; ethanol / 20 °C

6.1: N,N-Dimethylcarbamoyl chloride; triethylamine; dmap / dichloromethane / 20 °C

7.1: hydrogenchloride / water; tetrahydrofuran / 20 °C

8.1: tris(dimethylamino)sulfonium trimethylsilyldifluoride / N,N-dimethyl-formamide / 0 - 20 °C

9.1: camphor-10-sulfonic acid / dichloromethane / 0 - 20 °C

10.1: pyrographite; triethylamine / tetrahydrofuran / -46 °C

11.1: neat (no solvent) / 20 °C

12.1: diisobutylaluminium hydride / dichloromethane / -78 °C

13.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water; tetrahydrofuran / 20 °C

14.1: sodium periodate / water; tetrahydrofuran / 20 °C

15.1: trifluoroacetic acid / acetonitrile; water / 0 - 20 °C

16.1: ammonium chloride; zinc / water; ethanol / 6 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium periodate; osmium(VIII) oxide; camphor-10-sulfonic acid; tris(dimethylamino)sulfonium trimethylsilyldifluoride; water; diisobutylaluminium hydride; pyrographite; ammonium chloride; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; N,N-Dimethylcarbamoyl chloride; zinc; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo301638z

Reference yield:

: 1403757-80-1
(1S,2R,3R,4S,5S)-4-azido-1-((tert-butyldiphenylsilyloxy)-methyl)-3-((S)-1-hydroxyethyl)-3-(4-methoxybenzylamino)-2-methyl-5-(3-(prop-1-en-2-yl)phenylamino)cyclopentane-1,2-diol

: 1073233-89-2
de-6-MSA-pactamycin

Guidance literature:: Multi-step reaction with 17 steps

1.1: pyrographite; triethylamine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide; water / acetone; tetrahydrofuran / 2 h / 20 °C

3.1: sodium periodate / water; tetrahydrofuran / 3 h / 20 °C

4.1: trifluoroacetic acid / neat (no solvent) / 40 °C

5.1: pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane; tetrahydrofuran / 20 °C

5.2: 20 °C

6.1: ammonium chloride; zinc / water; tetrahydrofuran; ethanol / 20 °C

7.1: N,N-Dimethylcarbamoyl chloride; triethylamine; dmap / dichloromethane / 20 °C

8.1: hydrogenchloride / water; tetrahydrofuran / 20 °C

9.1: tris(dimethylamino)sulfonium trimethylsilyldifluoride / N,N-dimethyl-formamide / 0 - 20 °C

10.1: camphor-10-sulfonic acid / dichloromethane / 0 - 20 °C

11.1: pyrographite; triethylamine / tetrahydrofuran / -46 °C

12.1: neat (no solvent) / 20 °C

13.1: diisobutylaluminium hydride / dichloromethane / -78 °C

14.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water; tetrahydrofuran / 20 °C

15.1: sodium periodate / water; tetrahydrofuran / 20 °C

16.1: trifluoroacetic acid / acetonitrile; water / 0 - 20 °C

17.1: ammonium chloride; zinc / water; ethanol / 6 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium periodate; osmium(VIII) oxide; camphor-10-sulfonic acid; tris(dimethylamino)sulfonium trimethylsilyldifluoride; water; diisobutylaluminium hydride; pyrographite; ammonium chloride; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; N,N-Dimethylcarbamoyl chloride; zinc; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo301638z