methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate

Base Information

Chemical Name:methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate
CAS No.:106445-06-1
Molecular Formula:C₂₅H₃₈O₇Si
Molecular Weight:478.658
Hs Code.:

Synonyms:methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate

Suppliers and Price of methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate

There total 7 articles about methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate 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: 84.0%

: 106445-05-0
3-O-benzyl-6-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-α-D-xylo-hexofuran-5-ulose

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 106445-06-1
methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate

Guidance literature:: In acetonitrile; for 2h; Heating;
DOI:10.1139/v86-296

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 106445-06-1
(Z)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / N,N-dimethylaminopyridine, Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

2: 1) DMSO, trifluoroacetic anhydride, 2) Et₃N / 1) CH₂CL₂, -78 deg C, 15 min, 2) CH₂Cl₂, -78 deg C, 45 min, 3) CH₂Cl₂, -78 deg C, 1 h then RT

With dmap; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In dichloromethane;
DOI:10.1139/v86-296

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 106445-06-1
methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / N,N-dimethylaminopyridine, Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

2: 1) DMSO, trifluoroacetic anhydride, 2) Et₃N / 1) CH₂CL₂, -78 deg C, 15 min, 2) CH₂Cl₂, -78 deg C, 45 min, 3) CH₂Cl₂, -78 deg C, 1 h then RT

3: 84 percent / acetonitrile / 2 h / Heating

With dmap; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In dichloromethane; acetonitrile;
DOI:10.1139/v86-296