2,3-dideoxy-D-erythro-hex-2-enono-1,4-lactone

Base Information

Chemical Name:2,3-dideoxy-D-erythro-hex-2-enono-1,4-lactone
CAS No.:102335-56-8
Molecular Formula:C₆H₈O₄
Molecular Weight:144.127
Hs Code.:

Synonyms:2,3-dideoxy-D-erythro-hex-2-enono-1,4-lactone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2,3-dideoxy-D-erythro-hex-2-enono-1,4-lactone

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Technology Process of 2,3-dideoxy-D-erythro-hex-2-enono-1,4-lactone

There total 1 articles about 2,3-dideoxy-D-erythro-hex-2-enono-1,4-lactone 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:

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 102355-63-5
5,6-O-isopropylidene-D-mannono-1,4-lactone

: 74-88-4
methyl iodide

: 102335-56-8
2,3-dideoxy-D-erythro-hex-2-enono-1,4-lactone

: 2,3-dideoxy-2-iodo-D-erythro-hex-2-enono-1,4-lactone

: 26301-79-1
D-mannono-1,4-lactone

Guidance literature:: With hydrogenchloride; Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

: 102335-56-8
2,3-dideoxy-D-erythro-hex-2-enono-1,4-lactone

: 77674-99-8
6-<<1(S)-<3(S),4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl>-3-methylbutyl>amino>-4(S),5(S)-dihydroxy-6-oxo-3(S)-ammoniohexanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium chlorite; sodium hypochlorite / toluene; ethyl acetate; aq. phosphate buffer / 12 h / 25 °C / pH 6.5

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; dmap / dichloromethane; N,N-dimethyl-formamide / 10 h / -10 °C / Inert atmosphere

3: acetic acid; sodium azide; water / 72 h / 0 - 20 °C

4: methoxybenzene; boron tribromide / dichloromethane / 2 h / -40 - 5 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / ethanol / 2 h

6: sodium hydroxide; water; ethanol / pH 9

With dmap; sodium hypochlorite; sodium chlorite; sodium azide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ethanol; palladium 10% on activated carbon; water; hydrogen; boron tribromide; benzotriazol-1-ol; acetic acid; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In aq. phosphate buffer; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.orglett.1c02576