(3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide

Base Information

Chemical Name:(3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide
CAS No.:686747-95-5
Molecular Formula:C₂₀H₂₆N₂O₈S
Molecular Weight:454.501
Hs Code.:

(3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide

Synonyms:

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Chemical Property of (3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide

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Technology Process of (3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide

There total 6 articles about (3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide 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:

: (2R,3R,4R,5R)-1-(4-Benzyloxy-benzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid methyl ester

: 686747-95-5
(3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide

Guidance literature:: Multi-step reaction with 5 steps

1: p-TsOH / dimethylformamide

2: Ag₂O / CH₂Cl₂

3: H₂ / Pd/C / ethyl acetate

4: K₂CO₃ / acetonitrile

5: aq. NH₂OH; NaCN / methanol

With sodium cyanide; hydrogen; hydroxylamine; potassium carbonate; toluene-4-sulfonic acid; silver(l) oxide; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2003.12.091

Reference yield:

: 686747-90-0
(3aR,6R,7R,7aS)-5-(4-Benzyloxy-benzenesulfonyl)-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid methyl ester

: 686747-95-5
(3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide

Guidance literature:: Multi-step reaction with 4 steps

1: Ag₂O / CH₂Cl₂

2: H₂ / Pd/C / ethyl acetate

3: K₂CO₃ / acetonitrile

4: aq. NH₂OH; NaCN / methanol

With sodium cyanide; hydrogen; hydroxylamine; potassium carbonate; silver(l) oxide; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1016/j.bmcl.2003.12.091

Reference yield:

: 683210-69-7
(3aR,4R,7R,7aR)-5-(4'-benzyloxybenzenesulfonyl)-7-hydroxy-2,2-dimethylhexahydro[1,3]dioxolo[4,5-c]-4-carboxylic acid methyl ester

: 686747-95-5
(3aR,6R,7R,7aR)-5-(4-But-2-ynyloxy-benzenesulfonyl)-7-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid hydroxyamide

Guidance literature:: Multi-step reaction with 6 steps

1: Muromac(R) / methanol

2: p-TsOH / dimethylformamide

3: Ag₂O / CH₂Cl₂

4: H₂ / Pd/C / ethyl acetate

5: K₂CO₃ / acetonitrile

6: aq. NH₂OH; NaCN / methanol

With Muromac(R); sodium cyanide; hydrogen; hydroxylamine; potassium carbonate; toluene-4-sulfonic acid; silver(l) oxide; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2003.12.091