phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

Base Information

Chemical Name:phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate
CAS No.:161459-65-0
Molecular Formula:C₂₁H₂₄O₄Si
Molecular Weight:368.505
Hs Code.:

Synonyms:phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

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Technology Process of phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

There total 3 articles about phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate 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: 87.0%

: 2975-46-4
3-(trimethylsilyl)prop-2-yn-1-al

: 2-(benzyloxy)-1-(trimethylsiloxy)-1-phenoxyethylene

: 161459-65-0
phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

Guidance literature:: With tin(II) trifluoromethanesulfonate; chiral diamine; tin(II) oxide; In various solvent(s);
DOI:10.1016/0040-4039(94)88514-1

Reference yield:

: 2975-46-4
3-(trimethylsilyl)prop-2-yn-1-al

: 2-(benzyloxy)-1-(trimethylsiloxy)-1-phenoxyethylene

: 161459-65-0
phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

: 181434-87-7
phenyl (2R,3S)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

: phenyl 2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

Guidance literature:: With tin(II) trifluoromethanesulfonate; (R)-N-methyl-1-(1-methylpyrrolidin-2-yl)methanamine; tin(II) oxide; In various solvent(s); at -78 ℃; for 1h; Yield given. Title compound not separated from byproducts;
DOI:10.1021/ja9730829

Reference yield:

: 2975-46-4
3-(trimethylsilyl)prop-2-yn-1-al

: 2-(benzyloxy)-1-(trimethylsiloxy)-1-phenoxyethylene

: 161459-65-0
phenyl (2S,3R)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

: 181434-87-7
phenyl (2R,3S)-2-benzyloxy-3-hydroxy-5-trimethylsilylpent-4-ynoate

: (2R,3R)-2-Benzyloxy-3-hydroxy-5-trimethylsilanyl-pent-4-ynoic acid phenyl ester

Guidance literature:: With tin(II) trifluoromethanesulfonate; N-(((R)-1-methylpyrrolidin-2-yl)methyl)naphthalen-1-amine; tin(II) oxide; In dichloromethane; at -78 ℃; for 4h; Yield given. Yields of byproduct given;
DOI:10.1055/s-1997-783