4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin

Base Information

Chemical Name:4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin
CAS No.:78436-36-9
Molecular Formula:C₃₁H₄₀N₂O₁₃S
Molecular Weight:680.73
Hs Code.:

Synonyms:4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin

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Chemical Property of 4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin

There total 10 articles about 4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin 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: 97.0%

: 124-63-0
methanesulfonyl chloride

: 56733-82-5,56782-21-9,58560-42-2,68889-79-2
N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin

: 78436-36-9
4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin

Guidance literature:: In pyridine; at 0 ℃; for 18h;
DOI:10.1139/v85-026

Reference yield:

: 56733-83-6,58560-43-3,68889-80-5
N,N'-<(benzyloxy)carbonyl>spectinomycin

: 78436-36-9
4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / H₂ / palladium-on-charcoal / H₂O; propan-2-ol

2: Dowex-1 (OH-)

3: H₂ / catalytic hydrogenation

4: 97 percent / pyridine / 18 h / 0 °C

With Dowex-1 (OH-); hydrogen; palladium on activated charcoal; In pyridine; water; isopropyl alcohol;
DOI:10.1139/v85-026

Reference yield:

: 96681-00-4
4-O-acetyl-N,N'-<(benzyloxy)carbonyl>-4(R)-dihydrospectinomycin

: 78436-36-9
4-O-methanesulfonyl-N,N'-<(benzyloxy)carbonyl>-4-(S)-dihydrospectinomycin

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) 1N sodium methoxyde (pH 8); 2.) Dowex-50 (H+) / methanol / 0.25 h / 25 °C

2: 80 percent / 1.) bis(tri-n-butyltin)oxide, 2.)NBS / benzene / 25 °C / 1.) 1 h, 2.) 10 h

3: 90 percent / H₂ / palladium-on-charcoal / H₂O; propan-2-ol

4: Dowex-1 (OH-)

5: H₂ / catalytic hydrogenation

6: 97 percent / pyridine / 18 h / 0 °C

With N-Bromosuccinimide; Dowex-1 (OH-); Dowex-50 (H+); hydrogen; sodium methylate; bis(tri-n-butyltin)oxide; palladium on activated charcoal; In pyridine; methanol; water; isopropyl alcohol; benzene;
DOI:10.1139/v85-026