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

Base Information

Chemical Name:(2R, 3R, 4S) 2-butyl-1,1-bis(ethylthio)-3-hydroxy-5-(methanesulfonyloxy)-4-(tert-butyldiphenylsiloxy)-pentane
CAS No.:136985-03-0
Molecular Formula:C₃₀H₄₈O₅S₃Si
Molecular Weight:612.992
Hs Code.:

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

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Chemical Property of (2R, 3R, 4S) 2-butyl-1,1-bis(ethylthio)-3-hydroxy-5-(methanesulfonyloxy)-4-(tert-butyldiphenylsiloxy)-pentane

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of (2R, 3R, 4S) 2-butyl-1,1-bis(ethylthio)-3-hydroxy-5-(methanesulfonyloxy)-4-(tert-butyldiphenylsiloxy)-pentane

There total 6 articles about (2R, 3R, 4S) 2-butyl-1,1-bis(ethylthio)-3-hydroxy-5-(methanesulfonyloxy)-4-(tert-butyldiphenylsiloxy)-pentane 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: 94.0%

: 136985-02-9
(2R, 3R, 4S) 2-butyl-1,1-bis(ethylthio)-3,5-di-hydroxy-4-(tert-butyldiphenylsiloxy)-pentane

: 124-63-0
methanesulfonyl chloride

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

Guidance literature:: With pyridine; 1.) 0 deg C, 15 min, 2.) room temperature, 70 min;
DOI:10.1016/S0040-4020(01)86575-3

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With pyridine; 1H-imidazole; n-butyllithium; hydrogen; trimethylaluminum; zinc(II) chloride; Wilkinson's catalyst; In 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

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

Guidance literature:: Multi-step reaction with 4 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

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