p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside

Base Information

Chemical Name:p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside
CAS No.:278784-75-1
Molecular Formula:C₂₆H₃₈O₅Si
Molecular Weight:458.67
Hs Code.:

Synonyms:p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside

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

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Chemical Property of p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside

There total 9 articles about p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside 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: 88.0%

: 100-39-0
benzyl bromide

: 278784-74-0
p-methoxyphenyl 2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside

: 278784-75-1
p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1021/jo991812k

Reference yield:

: 2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6
p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

: 278784-75-1
p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: MeONa / methanol / 2 h

2.1: p-TsOH / acetonitrile / Heating

3.1: 91 percent / SO₂Cl₂ / CH₂Cl₂; pyridine / 2 h / -78 - 20 °C

4.1: Et₄NBr / CH₂Cl₂ / 1 h / 20 °C

4.2: 96 percent / KHCO₃; KI / methanol; H₂O / 0.25 h

5.1: 91 percent / imidazole / dimethylformamide / 3 h / 60 °C

6.1: 87 percent / KHCO₃; H₂ / 10percent Pd/carbon / ethyl acetate; ethanol / 96 h / 760.05 Torr

7.1: 93 percent / NBS; BaCO₃ / CCl₄ / 0.5 h / Heating

8.1: 93 percent / KHCO₃; H₂ / 10percent Pd/carbon / ethanol / 48 h / 760.05 Torr

9.1: 88 percent / NaH / dimethylformamide / 5 h / 20 °C

With 1H-imidazole; N-Bromosuccinimide; sulfuryl dichloride; tetraethylammonium bromide; hydrogen; sodium methylate; sodium hydride; potassium hydrogencarbonate; toluene-4-sulfonic acid; barium carbonate; 10percent Pd/carbon; In pyridine; methanol; tetrachloromethane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1.1: Deacetylation / 2.1: Condensation / 3.1: Substitution / 4.1: Substitution / 4.2: Hydrolysis / 5.1: silylation / 6.1: Dehalogenation / 7.1: Ring cleavage / 8.1: Reduction / 9.1: Alkylation;
DOI:10.1021/jo991812k

Reference yield:

: 144367-31-7
4-methoxyphenyl 4,6-O-benzylidene-β-D-glucopyranoside

: 278784-75-1
p-methoxyphenyl 4-O-benzyl-2-O-tert-butyldimethylsilyl-3,6-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 91 percent / SO₂Cl₂ / CH₂Cl₂; pyridine / 2 h / -78 - 20 °C

2.1: Et₄NBr / CH₂Cl₂ / 1 h / 20 °C

2.2: 96 percent / KHCO₃; KI / methanol; H₂O / 0.25 h

3.1: 91 percent / imidazole / dimethylformamide / 3 h / 60 °C

4.1: 87 percent / KHCO₃; H₂ / 10percent Pd/carbon / ethyl acetate; ethanol / 96 h / 760.05 Torr

5.1: 93 percent / NBS; BaCO₃ / CCl₄ / 0.5 h / Heating

6.1: 93 percent / KHCO₃; H₂ / 10percent Pd/carbon / ethanol / 48 h / 760.05 Torr

7.1: 88 percent / NaH / dimethylformamide / 5 h / 20 °C

With 1H-imidazole; N-Bromosuccinimide; sulfuryl dichloride; tetraethylammonium bromide; hydrogen; sodium hydride; potassium hydrogencarbonate; barium carbonate; 10percent Pd/carbon; In pyridine; tetrachloromethane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Substitution / 2.2: Hydrolysis / 3.1: silylation / 4.1: Dehalogenation / 5.1: Ring cleavage / 6.1: Reduction / 7.1: Alkylation;
DOI:10.1021/jo991812k