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

Base Information

Chemical Name:(2S,3R)-1-tert-butyldimethylsilyl-2-chloro-3-(3,4-dimethoxybenzyl)-4-methoxymethyl-butane-1,3,4-triol
CAS No.:905589-58-4
Molecular Formula:C₂₁H₃₇ClO₆Si
Molecular Weight:449.06
Hs Code.:

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

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Chemical Property of (2S,3R)-1-tert-butyldimethylsilyl-2-chloro-3-(3,4-dimethoxybenzyl)-4-methoxymethyl-butane-1,3,4-triol

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Technology Process of (2S,3R)-1-tert-butyldimethylsilyl-2-chloro-3-(3,4-dimethoxybenzyl)-4-methoxymethyl-butane-1,3,4-triol

There total 4 articles about (2S,3R)-1-tert-butyldimethylsilyl-2-chloro-3-(3,4-dimethoxybenzyl)-4-methoxymethyl-butane-1,3,4-triol 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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 905589-46-0
(2S,3R)-1-O-tert-butyldimethylsilyl-2-chloro-4-O-methoxymethyl-butane-1,3,4-triol

: 905589-59-5
(3,4-dimethoxoxyphenyl)methyl 2,2,2-trichloroacetimidate

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

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ol0609457

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With 1H-imidazole; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1021/ol0609457