(2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

Base Information

Chemical Name:(2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine
CAS No.:476156-42-0
Molecular Formula:C₄₁H₅₁NO₆Si
Molecular Weight:681.945
Hs Code.:

Synonyms:(2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

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Chemical Property of (2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

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Technology Process of (2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

There total 7 articles about (2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine 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%

: 24424-99-5
di-tert-butyl dicarbonate

: 487040-55-1
(2R,3R,4R,5R)-3,4-dibenzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

: 476156-42-0
(2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

Guidance literature:: In dichloromethane; at 20 ℃; for 5h;
DOI:10.1016/S0957-4166(02)00369-5

Reference yield:

: 340969-76-8
3,4-di-O-benzyl-1,2-O-isopropylidene-β-D-fructopyranose

: 476156-42-0
(2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 48 percent / Ph₃P; imidazole; I₂ / dimethylformamide / 48 h / 110 °C

2: 85 percent / NaN₃ / dimethylformamide / 120 h / 100 °C

3: 87 percent / aq. CF₃CO₂H / 5 h / 20 °C

4: 72 percent / imidazole / dimethylformamide / 12 h / 20 °C

5: 97 percent / H₂ / Raney Ni / methanol / 24 h / 2585.74 Torr

6: 100 percent / CH₂Cl₂ / 5 h / 20 °C

With 1H-imidazole; sodium azide; hydrogen; iodine; triphenylphosphine; trifluoroacetic acid; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(02)00369-5

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 476156-42-0
(2R,3R,4R,5R)-3,4-dibenzyloxy-N-tert-butyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / imidazole / dimethylformamide / 12 h / 20 °C

2: 97 percent / H₂ / Raney Ni / methanol / 24 h / 2585.74 Torr

3: 100 percent / CH₂Cl₂ / 5 h / 20 °C

With 1H-imidazole; hydrogen; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(02)00369-5