1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose

Base Information

Chemical Name:1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose
CAS No.:146604-16-2
Molecular Formula:C₂₃H₃₀O₄Si
Molecular Weight:398.574
Hs Code.:

Synonyms:1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose

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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 1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose

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Technology Process of 1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose

There total 8 articles about 1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose 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: 92.0%

: 1-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-ethane-1,2-diol

: 146604-16-2
1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose

Guidance literature:: With lead(IV) acetate; In dichloromethane; at 25 ℃; for 0.25h;
DOI:10.1002/chem.200500513

Reference yield: 90.0%

: 146604-16-2
1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose

: 3'-C-formyl sugar

Guidance literature:

Reference yield:

: 78508-96-0
(5S)-5-(hydroxymethyl)-5H-furan-2-one

: 146604-16-2
1-Methyl-5-(t-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-D-erythropentofuranose

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / NH₄NO₃ / dimethylformamide / 12.5 h / 0 - 25 °C

2.1: CuBr*Me₂S / tetrahydrofuran / 0.25 h / -78 °C

2.2: 85 percent / tetrahydrofuran / 1 h

3.1: 99 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

4.1: 88 percent / diphenyldichlorosilane / 0.5 h / 25 °C

5.1: 97 percent / aq. OsO₄; pyridine; NMO / acetone / 12 h / 25 °C

6.1: 92 percent / Pb(OAc)4 / CH₂Cl₂ / 0.25 h / 25 °C

With pyridine; ammonium nitrate; lead(IV) acetate; osmium(VIII) oxide; N-methyl-2-indolinone; copper(I) bromide dimethylsulfide complex; diisobutylaluminium hydride; diphenylsilyl dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1002/chem.200500513