(2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane

Base Information

Chemical Name:(2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane
CAS No.:364597-63-7
Molecular Formula:C₄₁H₅₂O₃SeSi
Molecular Weight:699.908
Hs Code.:

Synonyms:(2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane

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Chemical Property of (2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane

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Technology Process of (2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane

There total 6 articles about (2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane 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: 81.0%

: 71098-88-9
N-phenylselanylphthalimide

: 364597-61-5
(2S,6S,8S,3Z)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-2-methylundec-3-en-6-ol

: 364597-63-7
(2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane

Guidance literature:: With tin(IV) chloride; In dichloromethane; at 20 ℃; for 0.666667h; stereoselective reaction;
DOI:10.1039/c2ob26801a

Reference yield: 60.0%

: 71098-88-9
N-phenylselanylphthalimide

: 364597-61-5
(2S,6S,8S,3Z)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-2-methylundec-3-en-6-ol

: 364597-63-7
(2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane

: {(S)-1-[(2R,4R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-4-phenylselanyl-tetrahydro-furan-2-ylmethyl]-butoxy}-tert-butyl-diphenyl-silane

Guidance literature:: With tin(IV) chloride; Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(01)00921-2

Reference yield:

: 364597-58-0
(3S)-3-{[tert-butyl(diphenyl)silyl]oxy}hexanal

: 364597-63-7
(2R,3S,4S,6R,8S)-1-benzyloxy-8-tert-butyldiphenylsilyloxy-3,6-epoxy-2-methyl-4-(phenylseleno)undecane

Guidance literature:: Multi-step reaction with 4 steps

1: SnCl₄

2: 68 percent / Ph₃P; DEAD

3: 94 percent / NaOH

4: 60 percent / SnCl₄

With sodium hydroxide; tin(IV) chloride; triphenylphosphine; diethylazodicarboxylate; 2: Mitsunobu inversion / 3: saponification;
DOI:10.1016/S0040-4039(01)00921-2