(3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine

Base Information

• Chemical Name: (3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine
• CAS No.: 169619-34-5
• Molecular Formula: C₄₃H₅₁NO₂Si₂
• Molecular Weight: 670.054
• Mol file: 169619-34-5.mol

Synonyms:(3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine

Chemical Property of (3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine

There total 1 articles about (3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine 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: 100.0%

(3S,4S)-(+)-1-benzyl-3,4-pyrrolidinediol (90365-74-5,330152-66-4) + tert-butylchlorodiphenylsilane (58479-61-1) → (3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine (169619-34-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 60 ℃; for 12h;

DOI:10.1021/jo00126a033

Reference yield: 71.0%

(3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>-N-benzylpyrrolidine (169619-34-5) → (3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>pyrrolidine (169619-35-6)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 72h; under 3102.9 Torr;

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

upstream raw materials:

(3S,4S)-(+)-1-benzyl-3,4-pyrrolidinediol

tert-butylchlorodiphenylsilane

Downstream raw materials:

(3S,4S)-3,4-Bis<(tert-butyldiphenylsilyl)oxy>pyrrolidine

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

(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