ethyl 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

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Chemical Name:ethyl 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside
CAS No.:496812-18-1
Molecular Formula:C₂₈H₄₂O₅SSi
Molecular Weight:518.79
Hs Code.:

Synonyms:ethyl 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

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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 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

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Technology Process of ethyl 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

There total 10 articles about ethyl 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside 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: 99.0%

: 270087-67-7
ethyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

: 496812-18-1
ethyl 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

Guidance literature:: With sodium methylate; In methanol; at 0 - 20 ℃; for 0.5h;
DOI:10.1039/d0cc05573e

Reference yield: 83.0%

: 496812-01-2
ethyl 3,4-di-O-benzyl-1-thio-α-D-mannopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 496812-18-1
ethyl 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

Guidance literature:: With dmap; In pyridine; at 20 ℃; for 3h;
DOI:10.1139/v02-160

Reference yield:

: 3254-16-8,4435-05-6,19189-54-9,29748-21-8,50801-29-1,64727-26-0,64727-27-1,65338-02-5,67672-68-8,78418-55-0,80877-03-8,103002-27-3,103002-29-5,132562-62-0
3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

: 496812-18-1
ethyl 3,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / methanol / 7 h / 20 °C

2: imidazole / tetrahydrofuran / 2 h / 20 °C

3: tetrabutylammonium iodide; NaH / dimethylformamide / 14 h / 20 °C

4: 72 percent / HgBr₂; 4A/5A MS / acetonitrile / 4.5 h / 60 °C

5: K₂CO₃ / methanol / 14 h / 20 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; mercury dibromide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; 1: Deacetylation / 2: Etherification / 3: Benzylation / 4: Thioetherification / 5: Deacetylation;
DOI:10.1016/S0957-4166(99)00519-4