methyl 5-O-tert-butyldiphenylsilyl-3-(2-methoxycarbonylethyl)-2,3-dideoxy-α-D-erythro-pentofuranoside

Base Information

Chemical Name:methyl 5-O-tert-butyldiphenylsilyl-3-(2-methoxycarbonylethyl)-2,3-dideoxy-α-D-erythro-pentofuranoside
CAS No.:138866-67-8
Molecular Formula:C₂₆H₃₆O₅Si
Molecular Weight:456.654
Hs Code.:

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

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Chemical Property of methyl 5-O-tert-butyldiphenylsilyl-3-(2-methoxycarbonylethyl)-2,3-dideoxy-α-D-erythro-pentofuranoside

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

There total 3 articles about methyl 5-O-tert-butyldiphenylsilyl-3-(2-methoxycarbonylethyl)-2,3-dideoxy-α-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: 25.0%

: 138866-64-5
methyl 5-O-tert-butyldiphenylsilyl-2-deoxy-3-O-phenoxythiocarbonyl-α-D-erythro-pentofuranoside

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 138866-67-8
methyl 5-O-tert-butyldiphenylsilyl-3-(2-methoxycarbonylethyl)-2,3-dideoxy-α-D-erythro-pentofuranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 1h;
DOI:10.1002/ardp.2503241203

Reference yield: 23.0%

: 138866-63-4
methyl 5-O-tert-butyldiphenylsilyl-2-deoxy-3-O-(methylthio)thiocarbonyl-α-D-erythro-pentofuranoside

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 138866-67-8
methyl 5-O-tert-butyldiphenylsilyl-3-(2-methoxycarbonylethyl)-2,3-dideoxy-α-D-erythro-pentofuranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In xylene; at 90 ℃; for 1h;
DOI:10.1002/ardp.2503241203

Reference yield:

: 130144-85-3
(2R,3S,5S)-2-tert-butyldiphenylsilanyloxymethyl-3-hydroxy-5α-methoxytetrahydrofuran

: 138866-67-8
methyl 5-O-tert-butyldiphenylsilyl-3-(2-methoxycarbonylethyl)-2,3-dideoxy-α-D-erythro-pentofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 5 °C

2: 25 percent / tri-n-butyltin hydride, AIBN / toluene / 1 h / 80 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; toluene;
DOI:10.1002/ardp.2503241203