3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone

Base Information

Chemical Name:3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone
CAS No.:848893-31-2
Molecular Formula:C₃₀H₄₄O₅Si₂
Molecular Weight:540.847
Hs Code.:

Synonyms:3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone

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Chemical Property of 3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone

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Technology Process of 3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone

There total 6 articles about 3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone 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: 75.0%

: 848893-30-1
carbonic acid allyl ester 4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-oxo-tetrahydro-furan-3-yl ester

: 848893-31-2
3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 55 ℃; for 0.333333h;
DOI:10.1016/j.tetasy.2004.12.008

Reference yield:

: 848893-29-8
2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone

: 848893-31-2
3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / pyridine / acetonitrile / 1.75 h / 0 °C

2: 75 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.33 h / 55 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.tetasy.2004.12.008

Reference yield:

: 134877-40-0
3,4-O-benzylidene-D-ribonic-δ-lactone

: 848893-31-2
3-O-allyl-2-O-tert-butyldimethylsilyl-5-O-tert-butyldiphenylsilyl-D-ribono-1,4-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / pyridine; DMAP / 45 h / 20 °C

2: 97 percent / H₂ / Pd/C / ethyl acetate / 8 h

3: 80 percent / pyridine; Et₃N / CH₂Cl₂ / 16 h

4: 84 percent / pyridine / acetonitrile / 1.75 h / 0 °C

5: 75 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.33 h / 55 °C

With pyridine; dmap; hydrogen; triethylamine; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1016/j.tetasy.2004.12.008