Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester

Base Information

Chemical Name:Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester
CAS No.:211110-96-2
Molecular Formula:C₁₉H₂₄O₈
Molecular Weight:380.395
Hs Code.:

Synonyms:Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester

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Chemical Property of Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester

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Technology Process of Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester

There total 4 articles about Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester 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: 86.0%

: 65-85-0,8013-63-6
benzoic acid

: 211110-95-1
(S)-((3aR,4S,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-trifluoromethanesulfonyloxy-acetic acid ethyl ester

: 211110-96-2
Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester

Guidance literature:: With cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.3987/COM-97-S30

Reference yield:

: 33985-40-9
(3aR,4S,6R,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro-[3,4-d][1,3]dioxole-4-carbaldehyde

: 211110-96-2
Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi, 3.) O₃, 4.) Me₂S

2: 83 percent / pyridine / CH₂Cl₂ / 0.33 h / 0 °C

3: 86 percent / CsF / dimethylformamide / 15 h / 60 °C

With pyridine; n-butyllithium; dimethylsulfide; ozone; cesium fluoride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.46.1034

Reference yield:

: 10257-32-6
D-ribose

: 211110-96-2
Benzoic acid (R)-ethoxycarbonyl-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / conc. HCl / 14 h / Heating

2: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 0.5 h, 2.) CH₂Cl₂, RT, 15 min

3: 1.) n-BuLi, 3.) O₃, 4.) Me₂S

4: 83 percent / pyridine / CH₂Cl₂ / 0.33 h / 0 °C

5: 86 percent / CsF / dimethylformamide / 15 h / 60 °C

With pyridine; hydrogenchloride; n-butyllithium; oxalyl dichloride; dimethylsulfide; ozone; dimethyl sulfoxide; triethylamine; cesium fluoride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.46.1034