6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide

Base Information

• Chemical Name: 6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide
• CAS No.: 145121-55-7
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357
• Mol file: 145121-55-7.mol

Synonyms:6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide

Chemical Property of 6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide

There total 6 articles about 6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide 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: 58.0%

6-O-benzyl-1,2:3,4-di-O-isopropylidene-β-D-psicofuranose (71020-96-7) + trimethylsilyl cyanide (7677-24-9) → 6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide (145121-55-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c8nj02777c

Reference yield: 16.0%

6-O-benzyl-1,2:3,4-di-O-isopropylidene-β-D-psicofuranose (71020-96-7) → 5-((benzyloxy)methyl)-furan-2-carbaldehyde (86049-38-9) + 6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide (145121-55-7) + 6-O-benzyl-3,4-O-isopropylidene-α-D-psicofuranosyl cyanide (145121-54-6)

Guidance literature:

With trimethylsilyl cyanide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 2h;

DOI:10.1016/S0957-4166(00)86299-0

Reference yield: 16.0%

6-O-benzyl-1,2:3,4-di-O-isopropylidene-β-D-psicofuranose (71020-96-7) + trimethylsilyl cyanide (7677-24-9) → 5-((benzyloxy)methyl)-furan-2-carbaldehyde (86049-38-9) + 6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranosyl cyanide (145121-55-7) + 6-O-benzyl-3,4-O-isopropylidene-α-D-psicofuranosyl cyanide (145121-54-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 2h;

DOI:10.1016/S0957-4166(00)86299-0

upstream raw materials:

6-O-benzyl-1,2:3,4-di-O-isopropylidene-β-D-psicofuranose

trimethylsilyl cyanide

trimethylsilyl trifluoromethanesulfonate

tri-n-butyltin cyanide

Downstream raw materials:

6-O-benzyl-1-O-methanesulfonyl-D-psicofuranosyl cyanide

((3aR,4R,6R,6aR)-6-Benzyloxymethyl-4-isothiocyanatomethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methanol

6-O-benzyl-2-deoxy-3,4-O-isopropylidene-1-O-mesyl-2-mesylaminomethyl-β-D-psicofuranose

(6R,7S,8R)-2-aza-6-benzyloxymethyl-7,8-dihydroxy-2-N-mesyl-5-oxaspiro[3.4]octane