7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis-1,4-bis-6'-epifortimicin B

Base Information

Chemical Name:7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis-1,4-bis-6'-epifortimicin B
CAS No.:116144-43-5
Molecular Formula:C₅₀H₅₆N₈O₂₁
Molecular Weight:1105.04
Hs Code.:

7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis<N-(2,4-dinitrophenyl)>-1,4-bis<N-(methoxycarbonyl)>-6'-epifortimicin B

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis-1,4-bis-6'-epifortimicin B

Chemical Property:

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Technology Process of 7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis-1,4-bis-6'-epifortimicin B

There total 5 articles about 7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis-1,4-bis-6'-epifortimicin B 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: 48.0%

: 111170-95-7
2,5-di-O-benzoyl-1,4-bisfortamine B

: 116144-42-4,116144-50-4
1,10-di-O-acetyl-2,3,4,6,7,8,9-heptadeoxy-2,6-bis(2,4-dinitrophenylamino)-D-ribo-decopyranoside

: 116144-43-5,116184-04-4
7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis-1,4-bis-6'-epifortimicin B

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In 1,2-dichloro-ethane; for 2.5h; Ambient temperature;
DOI:10.1016/0008-6215(87)85004-8

Reference yield:

: 1927-68-0
2-butoxytetrahydropyran

: 116144-43-5,116184-04-4
7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis-1,4-bis-6'-epifortimicin B

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) cesium fluoride; 2.) acetic anhydride, pyridine, 4-(dimethylamino)pyridine; 3.) sodium borohydride / 1.) acetonitrile, 4.5 h; 2.) chloroform, roomtemp., 0.5 h; 3.) dimethyl sulfoxide, roomtemp., 0.5 h

2: 1.) hydrogen / 1.) Raney nickel / 1.) methanol, 345 kPa, 18 h; 2.) methanol

3: boron trifluoride etherate / 1.) dichloromethane-methanol-ether, 2 h; 2.) pyridine, 1 h

4: 1.) 2M hydrochloric acid; 2.) triethylamine / 1.) water, reflux, 3 h; 2.) methanol, 13 h; 3.) pyridine, 1 h

5: 48 percent / powdered molecular sieve 4A, trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 2.5 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; acetic anhydride; triethylamine; cesium fluoride; nickel; In 1,2-dichloro-ethane;
DOI:10.1016/0008-6215(87)85004-8

Reference yield:

: 116144-34-4,116184-09-9
methyl 2-acetamido-2,3,4,6,7,8,9-heptadeoxy-10-O-(tetrahydropyranyl)-6-nitro-β-L-lyxo-and-α-D-ribo-decopyranoside

: 116144-43-5,116184-04-4
7'-(3-acetoxypropyl)-2,5-di-O-benzoyl-2',6'-bis-1,4-bis-6'-epifortimicin B

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) hydrogen / 1.) Raney nickel / 1.) methanol, 345 kPa, 18 h; 2.) methanol

2: boron trifluoride etherate / 1.) dichloromethane-methanol-ether, 2 h; 2.) pyridine, 1 h

3: 1.) 2M hydrochloric acid; 2.) triethylamine / 1.) water, reflux, 3 h; 2.) methanol, 13 h; 3.) pyridine, 1 h

4: 48 percent / powdered molecular sieve 4A, trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 2.5 h / Ambient temperature

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; triethylamine; nickel; In 1,2-dichloro-ethane;
DOI:10.1016/0008-6215(87)85004-8