(2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol

Base Information

Chemical Name:(2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol
CAS No.:210286-19-4
Molecular Formula:C₃₄H₅₄O₆Si
Molecular Weight:586.885
Hs Code.:

Synonyms:(2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol

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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 (2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol

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Technology Process of (2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol

There total 6 articles about (2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol 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: 70.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 210286-18-3
(2S,3S,4S,5R)-2-Hydroxymethyl-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol

: 210286-19-4
(2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 5h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00336-6

Reference yield:

: 3452-09-3
1-nonyne

: 210286-19-4
(2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) nBuLi, BF₃*Et₂O / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 5.5 h

2: 75 percent / iPrNEt₂ / CH₂Cl₂ / 48 h / Ambient temperature

3: H₂ / Pd/C / methanol / 48 h / 760 Torr

4: 70 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

With 1H-imidazole; n-butyllithium; N,N-diethyl-N-isopropylamine; boron trifluoride diethyl etherate; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00336-6

Reference yield:

: 162239-07-8
1-deoxy-1-α-ethenyl-2,3,5-tri-O-benzyl-L-xylose

: 210286-19-4
(2S,3S,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-3,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: benzonitrile, KHCO₃, 30percent H₂O₂ / methanol / 48 h / Ambient temperature

2: 1.) nBuLi, BF₃*Et₂O / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 5.5 h

3: 75 percent / iPrNEt₂ / CH₂Cl₂ / 48 h / Ambient temperature

4: H₂ / Pd/C / methanol / 48 h / 760 Torr

5: 70 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

With 1H-imidazole; n-butyllithium; N,N-diethyl-N-isopropylamine; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; potassium hydrogencarbonate; benzonitrile; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00336-6