5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

Base Information

Chemical Name:5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose
CAS No.:1160288-70-9
Molecular Formula:C₃₇H₄₄O₆Si
Molecular Weight:612.838
Hs Code.:

Synonyms:5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

Suppliers and Price of 5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

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 5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

There total 21 articles about 5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose 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: 95.0%

: 1093849-11-6
C₃₇H₄₂O₆Si

: 1160288-70-9
5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

Guidance literature:: C₃₇H₄₂O₆Si; With methanol; lithium borohydride; In tetrahydrofuran; at -78 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran;

Reference yield: 21.0%

(3aR,5R,6S,6aR)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-6-(naphthalen-2-ylmethoxy)tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde: (3aR,5R,6S,6aR)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-6-(naphthalen-2-ylmethoxy)tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 75-16-1
methylmagnesium bromide

: 5-O-(tert-butyldiphenylsilyl)-4-C-((S)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

: 1160288-70-9
5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

Guidance literature:: methylmagnesium bromide; With cerium(III) chloride; In tetrahydrofuran; at 0 - 20 ℃; for 1.58333h; Cooling with ice;

(3aR,5R,6S,6aR)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-6-(naphthalen-2-ylmethoxy)tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde; In tetrahydrofuran; at -78 ℃; for 3h;

With ammonium chloride; at -78 - 20 ℃;

Reference yield:

: 1093849-11-6
C₃₇H₄₂O₆Si

: 5-O-(tert-butyldiphenylsilyl)-4-C-((S)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

: 1160288-70-9
5-O-(tert-butyldiphenylsilyl)-4-C-((R)-1-hydroxyethyl)-1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-α-D-ribofuranose

Guidance literature:: With lithium borohydride; In tetrahydrofuran; methanol; at -78 ℃; optical yield given as %de; diastereoselective reaction;
DOI:10.1021/jo902560f