(2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol

Base Information

Chemical Name:(2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol
CAS No.:905589-47-1
Molecular Formula:C₁₅H₂₃ClO₆
Molecular Weight:334.797
Hs Code.:

Synonyms:(2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol

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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 (2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol

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Technology Process of (2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol

There total 5 articles about (2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol 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:

: 143516-87-4
(E)-1-methoxymethyl-2-butene-1,4-diol

: 905589-47-1
(2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / titanium tetraisopropoxide; (-)-D-diisopropyl tartrate; t-butylhydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 16 h / -20 °C

2: 822 mg / trimethyl borate; LiCl; acetic acid / acetone / 12 h

3: 1.24 g / imidazole / CH₂Cl₂ / 12 h / 0 - 20 °C

4: 676 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

5: 415 mg / p-toluenesulfonic acid monohydrate; tetrabutylammonium fluoride / tetrahydrofuran / 3 h

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diisopropyl tartrate; Trimethyl borate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; lithium chloride; 4 A molecular sieve; In tetrahydrofuran; decane; dichloromethane; acetone; 1: Sharpless asymmetric epoxidation;
DOI:10.1021/ol0609457

Reference yield:

: 905589-58-4
(2S,3R)-1-tert-butyldimethylsilyl-2-chloro-3-(3,4-dimethoxybenzyl)-4-methoxymethyl-butane-1,3,4-triol

: 905589-47-1
(2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; for 3h;
DOI:10.1021/ol0609457

Reference yield:

: 905589-57-3
(2S,3R)-2-chloro-4-(methoxymethoxy)butane-1,3-diol

: 905589-47-1
(2S,3R)-2-chloro-3-(3,4-dimethoxybenzyloxy)-4-(methoxymethoxy)butan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.24 g / imidazole / CH₂Cl₂ / 12 h / 0 - 20 °C

2: 676 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

3: 415 mg / p-toluenesulfonic acid monohydrate; tetrabutylammonium fluoride / tetrahydrofuran / 3 h

With 1H-imidazole; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0609457