3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide

Base Information

Chemical Name:3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide
CAS No.:88970-28-9
Molecular Formula:C₄₇H₆₄N₄O₁₃S₃
Molecular Weight:989.242
Hs Code.:

Synonyms:3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide

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Chemical Property of 3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide

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Technology Process of 3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide

There total 1 articles about 3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide 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: 47.1%

: 91613-41-1
C₄₇H₆₄N₄O₁₂S₃

: 88970-28-9
3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 1h; Ambient temperature;
DOI:10.1246/bcsj.57.529

Reference yield: 75.0%

: 88970-28-9
3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide

: 88970-29-0
4-O-<3',4'-O-cyclohexylidene-2'-deoxy-(tosylamino)-α-D-gluco-hexodialdo-1',5'-pyranosyl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine

Guidance literature:: With benzoyl chloride; N-ethyl-N,N-diisopropylamine; In acetone; 1) RT, 3 min.; 2) 40 deg C, 10 min.;
DOI:10.1246/bcsj.57.529

Reference yield:

: 88970-28-9
3',4':5,6-di-O-cyclohexylidene-6',6'-di-N-methyl-1,2',3-tri-N-tosylneamine 6'-N-oxide

: 1-N-acetyl-5,6-di-O-acetyl-4-O-<(8'R)-3',6',8'-tri-O-acetyl-2',7'-dideoxy-2'-(tosylamino)-L-glycero-α-D-gluco-octodialdo-1',5':8',4'-dipyranos-1'-yl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / N,N-diisopropylethylamine, benzoyl chloride / acetone / 1) RT, 3 min.; 2) 40 deg C, 10 min.

2: 41 percent / tetrahydrofuran / 1) under argon, RT, 15 min.; 2) 60 deg C, 30 min.

3: 1.70 g / pyridine / 2.5 h / Ambient temperature

4: 1.96 g / dimethylsulfoxide / 18 h / 78 °C

5: 1) OsO₄; 2) NaIO₄ / 1) aq. dioxane, 30 min., RT; 2) RT, 1 h

6: 0.94 g / acetic acid / dioxane; H₂O / 1.5 h / Ambient temperature

7: 55 percent / triethylamine, tosyl chloride / pyridine / 19 h / 40 °C

8: 1) 0.5 M HCl / 1) dioxane, 50 deg C, 2 d; 2) pyridine, 40 deg C, 13 h

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; benzoyl chloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; 1,4-dioxane; pyridine; water; dimethyl sulfoxide; acetone;
DOI:10.1246/bcsj.57.529