Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl ester
CAS No.:111904-86-0
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl ester

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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 Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl ester

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Technology Process of Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl ester

There total 7 articles about Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl 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: 90.0%

: 98-88-4
benzoyl chloride

: 111904-85-9
(2S,3R,4S,5R)-2-Allyl-2,5-dimethyl-tetrahydro-furan-3,4-diol

: 111904-86-0
Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl ester

Guidance literature:: With pyridine; at -47 ℃;
DOI:10.1021/ja00210a026

Reference yield:

: 30725-00-9
2,3-O-isopropylidene-D-ribonic-γ-lactone

: 111904-86-0
Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / oxalyl chloride, N,N-dimethylformamide

2: 94 percent / tri-n-butyltin hydride, AIBN

3: 96 percent / diethyl ether / -23 °C

4: 99 percent / p-toluenesulfonic acid / methanol

5: 99 percent / zinc bromide, / 1,2-dichloro-ethane

6: 78 percent / 4N HCl / methanol; H₂O

7: 90 percent / pyridine / -47 °C

With pyridine; hydrogenchloride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; toluene-4-sulfonic acid; N,N-dimethyl-formamide; zinc dibromide; In methanol; diethyl ether; water; 1,2-dichloro-ethane;
DOI:10.1021/ja00210a026

Reference yield:

: 72127-43-6
5-deoxy-2,3-O-isopropylidene-D-ribono-1,4-lactone

: 111904-86-0
Benzoic acid (2R,3S,4R,5S)-5-allyl-4-hydroxy-2,5-dimethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / diethyl ether / -23 °C

2: 99 percent / p-toluenesulfonic acid / methanol

3: 99 percent / zinc bromide, / 1,2-dichloro-ethane

4: 78 percent / 4N HCl / methanol; H₂O

5: 90 percent / pyridine / -47 °C

With pyridine; hydrogenchloride; toluene-4-sulfonic acid; zinc dibromide; In methanol; diethyl ether; water; 1,2-dichloro-ethane;
DOI:10.1021/ja00210a026