3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid

Base Information

Chemical Name:3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid
CAS No.:140428-24-6
Molecular Formula:C₁₈H₂₂O₇
Molecular Weight:350.368
Hs Code.:

Synonyms:3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid

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Chemical Property of 3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid

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Technology Process of 3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid

There total 1 articles about 3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid 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: 96.0%

: 140182-79-2
benzyl 6,7,8,9-tetradeoxy-2,3-O-isopropylidene-α-D-lyxo-8-nonen-4-ulopyranoside

: 140428-24-6
3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid

Guidance literature:: With sodium periodate; ruthenium tetroxide; In tetrachloromethane; water; acetonitrile; for 15h; Ambient temperature;
DOI:10.1246/bcsj.65.567

Reference yield: 100.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 140428-24-6
3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid

: 140428-25-7
methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-lyxo-4-octulopyranosid)uronate

Guidance literature:: In diethyl ether;
DOI:10.1246/bcsj.65.567

Reference yield:

: 140428-24-6
3-((3aS,4S,6R,7aR)-4-Benzyloxy-2,2-dimethyl-7-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid

: 91652-64-1
(1R,3S,4S,5S,6R)-7-aza-3-benzyloxy-4,5-isopropylidenedioxy-2-oxa-bicyclo<4,4,0>-decane

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / diethyl ether

2: 97 percent / NaBH₄ / ethanol / 0.5 h / Ambient temperature

3: 88 percent / pyridine / CH₂Cl₂ / 15 h / -20 °C

4: 65 percent / NaN₃ / dimethylformamide / 15 h / Ambient temperature

5: H₂ / Pd / methanol / 6 h / Ambient temperature

6: toluene / 1 h / Heating

7: 89 percent / LAH / tetrahydrofuran / Ambient temperature

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; hydrogen; palladium; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1246/bcsj.65.567