methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside

Base Information

Chemical Name:methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside
CAS No.:302905-24-4
Molecular Formula:C₆₉H₉₂O₁₂Si₃
Molecular Weight:1197.74
Hs Code.:

methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside

Synonyms:methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside

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Chemical Property of methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside

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Technology Process of methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside

There total 8 articles about methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside 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%

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 302905-17-5
ethyl 3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-thio-β-D-fructofuranoside

: 302905-24-4
methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside

Guidance literature:: With di-tert-butylmethylpyridine; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ja001439u

Reference yield:

: 69304-37-6
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

: 302905-24-4
methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 3 h / -35 - 20 °C

2: 92 percent / di-tert-butylmethylpyridine; DMTST; MS 4A / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; di-tert-butylmethylpyridine; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja001439u

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 302905-24-4
methyl [3-O-benzyl-6-O-tert-butyldiphenylsilyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl]-(1->6)-2,3,4-tri-O-benzyl-αD-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / pyridine / 20 °C

2: 94 percent / pyridine; 4-(dimethylamino)pyridine / 4 h

3: 54 percent / aq. NaOH; Bu₄NHSO₄ / CH₂Cl₂ / 120 h / Heating

4: 80 percent / TFA; Et₃SiH / CH₂Cl₂; CHCl₃ / 2 h

5: 98 percent / imidazole / dimethylformamide / 3 h / -35 - 20 °C

6: 92 percent / di-tert-butylmethylpyridine; DMTST; MS 4A / CH₂Cl₂ / 2 h / 20 °C

With pyridine; 1H-imidazole; triethylsilane; dmap; sodium hydroxide; di-tert-butylmethylpyridine; tetra(n-butyl)ammonium hydrogensulfate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; trifluoroacetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja001439u