methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside
CAS No.:299410-95-0
Molecular Formula:C₂₃H₃₈O₇Si
Molecular Weight:454.636
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside

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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 methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside

There total 1 articles about methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 299410-93-8
methyl 4,6-O-benzylidene-3-O-(3-hydroxypropyl)-α-D-altropyranoside

: 299410-95-0
methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1021/ol006222j

Reference yield: 91.0%

: 299410-95-0
methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside

: 299410-97-2
methyl 4-O-benzoyl-6-bromo-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-6-deoxy-α-D-altropyranoside

Guidance literature:: With N-Bromosuccinimide; barium carbonate; In tetrachloromethane; Heating;
DOI:10.1021/jo0491051

Reference yield:

: 299410-95-0
methyl 4,6-O-benzylidene-3-O-[3-{(tert-butyldimethylsilyl)oxy}propyl]-α-D-altropyranoside

: 104121-92-8
Eldecalcitol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 91 percent / BaCO₃; NBS / CCl₄ / Heating

2.1: 86 percent / Zn; NaBH₃CN / propan-1-ol; H₂O / 95 °C

3.1: pyridine / 20 °C

4.1: 1.4 g / LiHMDS / tetrahydrofuran / 1 h / -78 - 0 °C

5.1: n-BuLi / tetrahydrofuran; hexane / -78 °C

5.2: BF₃*OEt₂ / tetrahydrofuran; hexane / -78 - 20 °C

5.3: 90 percent / K₂CO₃ / methanol / 20 °C

6.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

7.1: 52 percent / Et₃N; Pd(PPh₃)4 / toluene / Heating

8.1: 61 percent / TBAF / tetrahydrofuran / 96 h / 20 °C

With pyridine; 2,6-dimethylpyridine; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrabutyl ammonium fluoride; sodium cyanoborohydride; triethylamine; barium carbonate; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; propan-1-ol; tetrachloromethane; hexane; dichloromethane; water; toluene;
DOI:10.1021/jo0491051