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

Base Information

Chemical Name:1,2-anhydro-3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-5a-carba-β-D-talopyranose
CAS No.:867258-80-8
Molecular Formula:C₃₇H₄₂O₄Si
Molecular Weight:578.824
Hs Code.:

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

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

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

There total 6 articles about 1,2-anhydro-3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-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: 91.3%

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

: 867258-80-8
1,2-anhydro-3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-5a-carba-β-D-talopyranose

Guidance literature:: 3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-5a-carba-β-D-talopyranose; With Trimethyl orthoacetate; pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 2h;

With Acetyl bromide; triethylamine; In dichloromethane; at 20 ℃; for 3h;

With sodium methylate; In methanol; at 20 ℃; for 0.833333h;
DOI:10.1016/j.tetasy.2005.07.010

Reference yield: 54.2%

: 867258-83-1
(1R,2S,3R)-1,2-di-benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohex-5-ene

: 867258-81-9
1,2-anhydro-3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-5a-carba-α-D-galactopyranose

: 867258-80-8
1,2-anhydro-3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-5a-carba-β-D-talopyranose

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 22h;
DOI:10.1016/j.tetasy.2005.07.010

Reference yield:

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

: 867258-80-8
1,2-anhydro-3,4-di-O-benzyl-6-O-(tert-butyldiphenyl)silyl-5a-carba-β-D-talopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0 - 20 °C

1.2: 94.3 percent / tetrahydrofuran / 72 h / 20 °C

2.1: 63 percent / molecular sieves 4 Angstroem; TMSBr / CH₂Cl₂ / 3 h / -20 °C

3.1: pyridinium p-toluenesulfonate; (MeO)3CCH₃ / CH₂Cl₂ / 2 h / 20 °C

3.2: Et₃N; AcBr / CH₂Cl₂ / 3 h / 20 °C

3.3: 91.3 percent / NaOMe / methanol / 0.83 h / 20 °C

With Trimethyl orthoacetate; trimethylsilyl bromide; 4 A molecular sieve; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2005.07.010