Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside
CAS No.:202647-37-8
Molecular Formula:C₂₈H₃₆O₇S
Molecular Weight:516.656
Hs Code.:

Synonyms:Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside

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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 Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside

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Technology Process of Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside

There total 9 articles about Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside 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: 93.0%

: 123-76-2
levulinic acid

: 202647-35-6
Ethyl 2,6-di-O-benzyl-3-O-methyl-1-thio-β-D-glucopyranoside

: 202647-37-8
Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; for 3.5h;
DOI:10.1016/S0960-894X(99)00155-9

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 202647-37-8
Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 27 g / CSA / acetonitrile / 1.5 h

2: 97 percent / NaH / dimethylformamide / 2 h / 20 °C

3: 60 percent / Et₃SiH; TFAA; TFA / 1,2-dichloro-ethane / 2 h

4: 93 percent / EDCI; DMAP / dioxane / 3.5 h / 20 °C

With triethylsilane; dmap; camphor-10-sulfonic acid; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; trifluoroacetic anhydride; In 1,4-dioxane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3765(20010216)7:4<858::AID-CHEM858>3.0.CO;2-N

Reference yield:

: 226064-78-4
Ethyl 4,6-O-benzylidene-3-O-methyl-1-thio-β-D-glucopyranoside

: 202647-37-8
Ethyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / NaH / dimethylformamide / 2 h / 20 °C

2: 60 percent / Et₃SiH; TFAA; TFA / 1,2-dichloro-ethane / 2 h

3: 93 percent / EDCI; DMAP / dioxane / 3.5 h / 20 °C

With triethylsilane; dmap; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; trifluoroacetic anhydride; In 1,4-dioxane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/1521-3765(20010216)7:4<858::AID-CHEM858>3.0.CO;2-N