(2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate

Base Information

Chemical Name:(2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate
CAS No.:223675-82-9
Molecular Formula:C₂₄H₃₄O₅Si
Molecular Weight:430.616
Hs Code.:

Synonyms:(2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate

Suppliers and Price of (2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate

Supply Marketing:

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

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Total 1 raw suppliers

Chemical Property of (2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate

There total 2 articles about (2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate 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:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

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

: 223675-82-9
(2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate

: (2S,3R)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-pentanoic acid phenyl ester

: 2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-pentanoic acid phenyl ester

Guidance literature:: With N-(((R)-1-methylpyrrolidin-2-yl)methyl)naphthalen-1-amine; tin(II) trifluoromethanesulfonate; In various solvent(s); at -78 ℃; Yield given; Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(99)00142-2

Reference yield:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

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

: 223675-82-9
(2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate

: 2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-pentanoic acid phenyl ester

Guidance literature:: With tin(II) trifluoromethanesulfonate; (R)-1-methyl-2-(5,6,7,8-tetrahydro-1-naphthylaminomethyl)..; tin(II) oxide; In various solvent(s); at -78 ℃; for 2h;
DOI:10.1021/jo990877k

Reference yield:

: 223675-82-9
(2R,3S)-phenyl 2-(benzyloxy)-5-(tert-butyldimethylsiloxy)-3-hydroxypentanoate

: 223675-88-5
(2'S,3'R)-1-[2'-(3'-benzyloxy)piperidino]-2-propanone

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / tetrahydrofuran / 1.5 h / Heating

2: 86 percent / Bu₃SnH; AIBN / toluene / 6 h / Heating

3: 75 percent / DIBAL / hexane; CH₂Cl₂ / 1 h / -78 °C

4: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

5: Yb(OTf)3 / H₂O; tetrahydrofuran / 0.75 h / 0 °C

6: 99 percent / HF / tetrahydrofuran; H₂O

7: 96 percent / PPh₃; CBr₄ / CH₂Cl₂

8: 70 percent / CAN / acetonitrile; H₂O / 2 h / 0 °C

With oxalyl dichloride; ammonium cerium(IV) nitrate; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; hydrogen fluoride; tri-n-butyl-tin hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; ytterbium(III) triflate; In tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; 1: Substitution / 2: Reduction / 3: Reduction / 4: Oxidation / 5: Condensation / 6: Hydrolysis / 7: Cyclization / 8: Substitution;
DOI:10.1021/jo990877k