7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B

Base Information

Chemical Name:7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B
CAS No.:118968-12-0
Molecular Formula:C₆₅H₆₉NO₁₀
Molecular Weight:1024.26
Hs Code.:

Synonyms:

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Chemical Property of 7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B

Chemical Property:

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Technology Process of 7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B

There total 14 articles about 7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine 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: 12.0%

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 118968-08-4
7,2,3,4,6-penta-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidamycin B

: 118968-12-0
7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B

: 118968-13-1
4,7-di-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; tetramethylurea; In 1,2-dichloro-ethane; at 60 ℃; for 30h;
DOI:10.1039/P19880002675

Reference yield:

: 100-39-0
benzyl bromide

: 118968-12-0
7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 50percent NaH, 2.) H₂S / 1.) DMF, RT, 2 h, 2.) pyridine-water, RT, 3 h, 3.) 15 h

2: 75 percent / propan-2-ol / 110 h / 120 °C / sealed tube

3: 78 percent / sodium hydride / dimethylformamide / 0 deg C, 0.5 h, RT, 3 h

4: 93 percent / 80percent acetic acid / H₂O / 23 h / 55 °C

5: 1.) imidazole / 1.) CHCl₃, 0 deg C, 2.) CHCl₃, reflux, 25 h

With 1H-imidazole; hydrogen sulfide; sodium hydride; acetic acid; In water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1039/P19880002675

Reference yield:

: 97747-51-8
(1R)-(-)-1,2,3-tri-O-acetyl-(1,3/2,4,6)-4-bromo-6-bromomethyl-1,2,3-cyclohexanetriol

: 118968-12-0
7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B

Guidance literature:: Multi-step reaction with 9 steps

1: 28.4 percent / lithium bromide monohydrate / dimethylformamide / 30 h / 105 °C

2: 1.) sodium methoxide, 2.) Amberlite IR-120B resin / methanol / 1 h / 0 °C

3: 96 percent / PTSA / dimethylformamide / 4.5 h / 60 °C / 15 - 20 Torr

4: 92 percent / sodium hydride / dimethylformamide / 0 deg C, 30 min, 0 deg C, 1.5 h

5: 84 percent / MCPBA, 1M Na₂HPO₄, 1M NaH₂PO₄ / H₂O; 1,2-dichloro-ethane / 23 h / 50 °C

6: 75 percent / propan-2-ol / 110 h / 120 °C / sealed tube

7: 78 percent / sodium hydride / dimethylformamide / 0 deg C, 0.5 h, RT, 3 h

8: 93 percent / 80percent acetic acid / H₂O / 23 h / 55 °C

9: 1.) imidazole / 1.) CHCl₃, 0 deg C, 2.) CHCl₃, reflux, 25 h

With 1H-imidazole; disodium hydrogenphosphate; sodium dihydrogenphosphate; Amberlite IR-120B resin; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1039/P19880002675