(3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide

Base Information

Chemical Name:(3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide
CAS No.:659722-69-7
Molecular Formula:C₂₆H₃₄N₂O₉S
Molecular Weight:550.63
Hs Code.:

(3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide

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Chemical Property of (3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide

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Technology Process of (3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide

There total 7 articles about (3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide 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:

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

: 659722-69-7
(3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide

Guidance literature:: Multi-step reaction with 7 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

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

: 659722-69-7
(3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 607707-96-0
(3aR,4R,7S,7aR)-5-(4'-ethoxyethoxy-benzenesulfonyl)-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid methyl ester

: 659722-69-7
(3aR,4R,7S,7aR)-5-[4-(2-Ethoxy-ethoxy)-benzenesulfonyl]-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaOH

2: 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide

With sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00530-4