methyl 5-O-tert-butyldiphenylsilyl-3-(2-cyanoethyl)-2,3-dideoxy-β-D-erythro-pentofuranoside

Base Information

Chemical Name:methyl 5-O-tert-butyldiphenylsilyl-3-(2-cyanoethyl)-2,3-dideoxy-β-D-erythro-pentofuranoside
CAS No.:138866-68-9
Molecular Formula:C₂₅H₃₃NO₃Si
Molecular Weight:423.627
Hs Code.:

Synonyms:methyl 5-O-tert-butyldiphenylsilyl-3-(2-cyanoethyl)-2,3-dideoxy-β-D-erythro-pentofuranoside

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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 methyl 5-O-tert-butyldiphenylsilyl-3-(2-cyanoethyl)-2,3-dideoxy-β-D-erythro-pentofuranoside

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Technology Process of methyl 5-O-tert-butyldiphenylsilyl-3-(2-cyanoethyl)-2,3-dideoxy-β-D-erythro-pentofuranoside

There total 2 articles about methyl 5-O-tert-butyldiphenylsilyl-3-(2-cyanoethyl)-2,3-dideoxy-β-D-erythro-pentofuranoside 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: 19.0%

: 138866-65-6
methyl 5-O-tert-butyldiphenylsilyl-2-deoxy-3-O-(methylthio)thiocarbonyl-β-D-erythro-pentofuranoside

: 107-13-1,25014-41-9
acrylonitrile

: 138866-68-9
methyl 5-O-tert-butyldiphenylsilyl-3-(2-cyanoethyl)-2,3-dideoxy-β-D-erythro-pentofuranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In xylene; at 90 ℃; for 2h;
DOI:10.1002/ardp.2503241203

Reference yield:

: 130144-86-4
(2R,3S,5R)-2-tert-butyldiphenylsilanyloxymethyl-3-hydroxy-5β-methoxytetrahydrofuran

: 138866-68-9
methyl 5-O-tert-butyldiphenylsilyl-3-(2-cyanoethyl)-2,3-dideoxy-β-D-erythro-pentofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1) NaH / 1) THF, 1 h, room temperature, 2) 0.5 h

2: 19 percent / tributyltin hydride, AIBN / xylene / 2 h / 90 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In xylene;
DOI:10.1002/ardp.2503241203