(1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine

Base Information

• Chemical Name: (1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine
• CAS No.: 160208-49-1
• Molecular Formula: C₄₀H₅₁NO₂Si₂
• Molecular Weight: 634.021
• Mol file: 160208-49-1.mol

Synonyms:

Chemical Property of (1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine

There total 7 articles about (1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine 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:

tert-butylchlorodiphenylsilane (58479-61-1) → (1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine (160208-49-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 100 percent / imidazole / dimethylformamide / 12 h / 60 °C

2: 71 percent / H₂ / 5percent Pd(OH)2/C / methanol / 72 h / 20 °C / 3102.9 Torr

3: 53 percent / SeO₂, 30percent aq. H₂O₂ / acetone / 2 h / 20 °C

4: benzene / 192 h / 35 °C

5: 45 percent / xylene / 1.67 h / Heating

6: 3 Angstroem molecular sieves / methanol / 7 h / Heating

7: NaBH₄ / methanol / 3 h / Heating

With 1H-imidazole; sodium tetrahydroborate; selenium(IV) oxide; 3 A molecular sieve; hydrogen; dihydrogen peroxide; palladium dihydroxide; In methanol; N,N-dimethyl-formamide; acetone; xylene; benzene;

DOI:10.1021/jo00126a033

Reference yield:

(3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine (169619-34-5) → (1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine (160208-49-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 71 percent / H₂ / 5percent Pd(OH)2/C / methanol / 72 h / 20 °C / 3102.9 Torr

2: 53 percent / SeO₂, 30percent aq. H₂O₂ / acetone / 2 h / 20 °C

3: benzene / 192 h / 35 °C

4: 45 percent / xylene / 1.67 h / Heating

5: 3 Angstroem molecular sieves / methanol / 7 h / Heating

6: NaBH₄ / methanol / 3 h / Heating

With sodium tetrahydroborate; selenium(IV) oxide; 3 A molecular sieve; hydrogen; dihydrogen peroxide; palladium dihydroxide; In methanol; acetone; xylene; benzene;

DOI:10.1021/jo00126a033

Reference yield:

(1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizin-7-one tosylhydrazone → (1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine (160208-49-1)

Guidance literature:

With sodium tetrahydroborate; at 65 ℃; for 20h; Yield given;

DOI:10.1016/S0040-4039(00)76008-4

upstream raw materials:

tert-butylchlorodiphenylsilane

(1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizin-7-one

(3S,4S)-(+)-3,4-bis<(tert-butyldiphenylsilyl)oxy>-3,4-dihydro-2H-pyrrole 1-oxide

(3a'S,4'S,5'S)-4',5'-Bis<(tert-butyldiphenylsilyl)oxy>hexahydrospiroisoxazole>

Downstream raw materials:

(+)-lentiginosine