Benzoic acid (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl ester

Base Information

Chemical Name:Benzoic acid (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl ester
CAS No.:209119-65-3
Molecular Formula:C₁₇H₂₃ClO₆
Molecular Weight:358.819
Hs Code.:

Synonyms:Benzoic acid (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl 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 (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl ester

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Technology Process of Benzoic acid (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl ester

There total 8 articles about Benzoic acid (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl 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: 60.0%

: 209119-62-0
Benzoic acid (1R,3R)-1-chloromethyl-3-hydroxy-7-methoxycarbonyl-5-oxo-heptyl ester

: 209119-65-3
Benzoic acid (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl ester

Guidance literature:: With sodium tetrahydroborate; triethyl borane; In tetrahydrofuran; methanol; 1.) a.) RT, 1 h; b.) -78 deg C, 1 h; 2.) -78 deg C;
DOI:10.1002/(sici)1099-0690(199806)1998:6<1031::aid-ejoc1031>3.0.co;2-d

Reference yield:

: 209119-58-4
(4R,6R)-4,6-Bis-chloromethyl-[1,3]dioxan-2-one

: 209119-65-3
Benzoic acid (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / tetrahydrofuran; cyclohexane; diethyl ether / 0.5 h / -78 °C

2: 85 percent / KOH / diethyl ether / 3 h / Ambient temperature

3: 80 percent / 1.) tBuLi; 2.) CuI / diethyl ether; pentane / 1.) -78 deg C, 3 h; 2.) a.) -25 deg C, 2 h; b.) -78 deg C, 4 h

5: NEt₃N, Ac₂O / tetrahydrofuran / 1 h / Ambient temperature

7: tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 1.) RT, 30 min; 2.) -40 deg C, 18 h

With potassium hydroxide; copper(l) iodide; tert.-butyl lithium; acetic anhydride; triethylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; cyclohexane; acetic acid; acetonitrile; pentane;
DOI:10.1002/(sici)1099-0690(199806)1998:6<1031::aid-ejoc1031>3.0.co;2-d

Reference yield:

: 209119-60-8
Benzoic acid (R)-1-chloromethyl-2-(R)-oxiranyl-ethyl ester

: 209119-65-3
Benzoic acid (1R,3S,5S)-1-chloromethyl-3,5-dihydroxy-7-methoxycarbonyl-heptyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / 1.) tBuLi; 2.) CuI / diethyl ether; pentane / 1.) -78 deg C, 3 h; 2.) a.) -25 deg C, 2 h; b.) -78 deg C, 4 h

3: NEt₃N, Ac₂O / tetrahydrofuran / 1 h / Ambient temperature

5: tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 1.) RT, 30 min; 2.) -40 deg C, 18 h

With copper(l) iodide; tert.-butyl lithium; acetic anhydride; triethylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; acetic acid; acetonitrile; pentane;
DOI:10.1002/(sici)1099-0690(199806)1998:6<1031::aid-ejoc1031>3.0.co;2-d