(2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane

Base Information

Chemical Name:(2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane
CAS No.:136985-07-4
Molecular Formula:C₂₉H₄₄O₂S₂Si
Molecular Weight:516.885
Hs Code.:

Synonyms:(2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane

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Chemical Property of (2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane

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Technology Process of (2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane

There total 7 articles about (2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane 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: 79.0%

: 136985-03-0
(2R, 3R, 4S) 2-butyl-1,1-bis(ethylthio)-3-hydroxy-5-(methanesulfonyloxy)-4-(tert-butyldiphenylsiloxy)-pentane

: 136985-07-4
(2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; 1.) -70 deg C, 10 min, 2.) room temperature, 80 min;
DOI:10.1016/S0040-4020(01)86575-3

Reference yield:

: 136984-98-0
benzyl 2,3-anhydro-α-L-ribopyranoside

: 136985-07-4
(2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / imidazole / dimethylformamide / 0.67 h / 35 °C

2: 1.) BuLi, Me₃Al / 1.) hexane, 0 deg C, 10 min, 2.) hexane, 60 deg C, 1 h 45 min

3: 90 percent / H₂ / (Ph₃P)3RhCl / benzene; ethanol / 16 h / 760 Torr / Ambient temperature

4: 85 percent / ZnCl₂ / 1.) -10 deg C, 30 min, 2.) 0 deg C, 20 min

5: 94 percent / pyridine / 1.) 0 deg C, 15 min, 2.) room temperature, 70 min

6: 79 percent / LiEt₃BH / tetrahydrofuran / 1.) -70 deg C, 10 min, 2.) room temperature, 80 min

With pyridine; 1H-imidazole; n-butyllithium; hydrogen; trimethylaluminum; lithium triethylborohydride; zinc(II) chloride; Wilkinson's catalyst; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)86575-3

Reference yield:

: 136984-99-1
benzyl 2,3-anhydro-4-O-(tert-butyldiphenylsilyl)-α-L-ribopyranoside

: 136985-07-4
(2R, 3S, 1'R) 2-1'-butyl-2',2'-bis(ethylthio)-ethyl-3-tert-butyldiphenylsiloxy-oxetane

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) BuLi, Me₃Al / 1.) hexane, 0 deg C, 10 min, 2.) hexane, 60 deg C, 1 h 45 min

2: 90 percent / H₂ / (Ph₃P)3RhCl / benzene; ethanol / 16 h / 760 Torr / Ambient temperature

3: 85 percent / ZnCl₂ / 1.) -10 deg C, 30 min, 2.) 0 deg C, 20 min

4: 94 percent / pyridine / 1.) 0 deg C, 15 min, 2.) room temperature, 70 min

5: 79 percent / LiEt₃BH / tetrahydrofuran / 1.) -70 deg C, 10 min, 2.) room temperature, 80 min

With pyridine; n-butyllithium; hydrogen; trimethylaluminum; lithium triethylborohydride; zinc(II) chloride; Wilkinson's catalyst; In tetrahydrofuran; ethanol; benzene;
DOI:10.1016/S0040-4020(01)86575-3