(2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide

Base Information

Chemical Name:(2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide
CAS No.:607708-00-9
Molecular Formula:C₂₃H₃₀N₂O₉S
Molecular Weight:510.565
Hs Code.:

Synonyms:(2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide

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Chemical Property of (2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide

Chemical Property:

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Technology Process of (2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide

There total 9 articles about (2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide 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:

: 642089-86-9
(3aS,6R,7R,7aS)-5-(4'-ethoxyethoxybenzenesulfonyl)-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid benzyloxyamide

: 607708-00-9
(2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide

Guidance literature:: With a cation exchange resin (Muromac); In methanol; at 20 ℃;

Reference yield:

: Methyl 2-azido-2-deoxy-3,4:5,6-O-diisopropylidene-L-idonate

: 607708-00-9
(2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / Pd/C / ethyl acetate

2: 4-DMAP / dimethylformamide

3: Muromac(R) (H⁺-form) / aq. methanol

4: Et₃N / CH₂Cl₂

5: K₂CO₃ / dimethylformamide

6: aq. NaOH

7: 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide

8: Muromac(R) (H⁺-form)

With dmap; sodium hydroxide; Muromac(R) (H⁺-form); hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00530-4

Reference yield:

: (R)-Amino-((4S,5R,4'S)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetic acid methyl ester

: 607708-00-9
(2R,3R,4R,5S)-1-(4'-ethoxyethoxybenzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid benzyloxyamide

Guidance literature:: Multi-step reaction with 7 steps

1: 4-DMAP / dimethylformamide

2: Muromac(R) (H⁺-form) / aq. methanol

3: Et₃N / CH₂Cl₂

4: K₂CO₃ / dimethylformamide

5: aq. NaOH

6: 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide

7: Muromac(R) (H⁺-form)

With dmap; sodium hydroxide; Muromac(R) (H⁺-form); potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00530-4