4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid

Base Information

Chemical Name:4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid
CAS No.:220281-11-8
Molecular Formula:C₂₉H₄₀O₇SSi
Molecular Weight:560.784
Hs Code.:

4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid

Synonyms:4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid

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Chemical Property of 4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid

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Technology Process of 4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid

There total 5 articles about 4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid 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: 97.0%

: 220280-93-3
4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid methyl ester

: 220281-11-8
4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4039(99)01690-1

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 220281-11-8
4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / BF₃*Et₂O / CH₂Cl₂

2: NaOMe / methanol

3: 74 percent / imidazole / dimethylformamide

4: 90 percent / p-TsOH

5: 97 percent / LiOH / tetrahydrofuran; methanol; H₂O

With 1H-imidazole; lithium hydroxide; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Alkylation / 2: Deacetylation / 3: silylation / 4: Alkylation / 5: Hydrolysis;
DOI:10.1016/S0040-4039(99)01690-1

Reference yield:

: 220280-91-1
methyl S-β-D-galactopyranosylmercaptobutyrate

: 220281-11-8
4-[(3aS,4R,6S,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylsulfanyl]-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / imidazole / dimethylformamide

2: 90 percent / p-TsOH

3: 97 percent / LiOH / tetrahydrofuran; methanol; H₂O

With 1H-imidazole; lithium hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1: silylation / 2: Alkylation / 3: Hydrolysis;
DOI:10.1016/S0040-4039(99)01690-1