methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite

Base Information

Chemical Name:methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite
CAS No.:1282553-35-8
Molecular Formula:C₄₀H₆₀NO₇PSi
Molecular Weight:725.978
Hs Code.:

Synonyms:methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite

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Chemical Property of methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite

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Technology Process of methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite

There total 1 articles about methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite 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: 81.0%

: 1282553-31-4
2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-D-glucopyranosyl acetate

: 96163-52-9
methyl N,N-diisopropylphosphonamidate

: 1282553-35-8
methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite

Guidance literature:: 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-D-glucopyranosyl acetate; With trimethylsilyl iodide; In dichloromethane; at -15 - 0 ℃; for 5h; Molecular sieve; Inert atmosphere;

methyl N,N-diisopropylphosphonamidate; With N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃; for 24h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo102584g

Reference yield:

: 1282553-37-0
2,3,6-tri-O-benzyl-D-glucopyranosyl acetate

: 1282553-35-8
methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite

: C₆₃H₈₀BO₁₄PSi

: C₆₃H₈₀BO₁₄PSi

Guidance literature:: 2,3,6-tri-O-benzyl-D-glucopyranosyl acetate; methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite; With 1H-tetrazole; In acetonitrile; at 20 ℃; for 0.333333h; Inert atmosphere;

With borane-THF; In tetrahydrofuran; acetonitrile; at 20 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1021/jo102584g

Reference yield:

: 1282553-35-8
methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite

: C₅₇H₆₆BO₁₄P

: C₉₁H₁₁₄B₂O₂₁P₂Si

: C₉₁H₁₁₄B₂O₂₁P₂Si

Guidance literature:: methyl 2,3,6-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-α-D-glucopyranosyl N,N-diisopropylphosphoramidite; C₅₇H₆₆BO₁₄P; With 1H-tetrazole; In acetonitrile; at 20 ℃; for 0.25h; Inert atmosphere;

With borane-THF; In tetrahydrofuran; acetonitrile; at 20 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1021/jo102584g