4-O-<(8'S)-7'--2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-α-D-gluco-octodialdo-1',5':8',4'-dipyranos-1'-yl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine

Base Information

Chemical Name:4-O-<(8'S)-7'--2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-α-D-gluco-octodialdo-1',5':8',4'-dipyranos-1'-yl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine
CAS No.:88970-39-2
Molecular Formula:C₅₁H₆₄N₄O₁₆S₃
Molecular Weight:1085.28
Hs Code.:

4-O-<(8'S)-7'-<N-(benzyloxycarbonyl)methylamino>-2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-α-D-gluco-octodialdo-1',5':8',4'-dipyranos-1'-yl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine

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Chemical Property of 4-O-<(8'S)-7'--2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-α-D-gluco-octodialdo-1',5':8',4'-dipyranos-1'-yl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine

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Technology Process of 4-O-<(8'S)-7'--2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-α-D-gluco-octodialdo-1',5':8',4'-dipyranos-1'-yl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine

There total 14 articles about 4-O-<(8'S)-7'--2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-α-D-gluco-octodialdo-1',5':8',4'-dipyranos-1'-yl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine 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:

: 501-53-1,94274-21-2
benzyl chloroformate

: C₄₃H₅₈N₄O₁₄S₃

: 88970-39-2
4-O-<(8'S)-7'--2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-α-D-gluco-octodialdo-1',5':8',4'-dipyranos-1'-yl>-5,6-O-cyclohexylidene-1,3-di-N-tosyl-2-deoxystreptamine

Guidance literature:: With sodium carbonate; In water; acetone; for 0.166667h; Ambient temperature;
DOI:10.1246/bcsj.57.529

Reference yield:

: 91613-41-1
C₄₇H₆₄N₄O₁₂S₃

: 88970-39-2
4-O-<(8'S)-7'--2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-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 10 steps

1: 83 percent / m-chloroperbenzoic acid / CHCl₃ / 1 h / 20 °C

2: 75 percent / iPr₂EtN / acetone / 0.17 h / 40 °C

3: 41 percent / tetrahydrofuran / 0.5 h / 60 °C

4: pyridine / 2.5 h / 20 °C

5: 85 percent / dimethylsulfoxide / 18 h / 80 °C

6: 1.)OsO₄; 2.) NaIO₄ / 1.) aq. dioxan, 20 deg C, 0.5 h; 2.) 1.5 h

7: 55 percent

8: 63 percent / NaN₃/(NH₃)2Ce(NO₃)6 / 2.5 h / -17 °C

9: 71 percent / Ba(OH)2*8H₂O / 0.42 h / 60 °C

With barium dihydroxide; sodium periodate; osmium(VIII) oxide; sodium azide; ammonium cerium(IV) nitrate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; chloroform; dimethyl sulfoxide; acetone;

Reference yield:

: 99423-82-2
C₄₉H₆₅N₃O₁₅S₄

: 88970-39-2
4-O-<(8'S)-7'--2',7'-dideoxy-8'-O-methyl-2'-(tosylamino)-D-threo-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 6 steps

1: 85 percent / dimethylsulfoxide / 18 h / 80 °C

2: 1.)OsO₄; 2.) NaIO₄ / 1.) aq. dioxan, 20 deg C, 0.5 h; 2.) 1.5 h

3: 55 percent

4: 63 percent / NaN₃/(NH₃)2Ce(NO₃)6 / 2.5 h / -17 °C

5: 71 percent / Ba(OH)2*8H₂O / 0.42 h / 60 °C

With barium dihydroxide; sodium periodate; osmium(VIII) oxide; sodium azide; ammonium cerium(IV) nitrate; In dimethyl sulfoxide;