3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose

Base Information

Chemical Name:3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose
CAS No.:867258-89-7
Molecular Formula:C₄₁H₅₂O₇Si
Molecular Weight:684.945
Hs Code.:

Synonyms:3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose

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Chemical Property of 3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose

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Technology Process of 3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose

There total 2 articles about 3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose 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: 94.3%

: 867258-88-6
6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose

: 100-39-0
benzyl bromide

: 867258-89-7
3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose

Guidance literature:: 6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

benzyl bromide; In tetrahydrofuran; at 20 ℃; for 72h;
DOI:10.1016/j.tetasy.2005.07.010

Reference yield:

: 677745-92-5
Benzoic acid (1S,2S,3S,4R,6R)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3,4-bis-methoxymethoxy-cyclohexyl ester

: 867258-89-7
3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94.8 percent / NaOMe / methanol / 4.5 h / 20 °C

2.1: NaH / tetrahydrofuran / 0 - 20 °C

2.2: 94.3 percent / tetrahydrofuran / 72 h / 20 °C

With sodium methylate; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetasy.2005.07.010

Reference yield: 63.0%

: 867258-89-7
3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-1,2-di-O-(methoxymethyl)-5a-carba-β-D-talopyranose

: 867258-79-5
3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-5a-carba-β-D-talopyranose

Guidance literature:: With trimethylsilyl bromide; 4 A molecular sieve; In dichloromethane; at -20 ℃; for 3h;
DOI:10.1016/j.tetasy.2005.07.010