(+)-Methyl (3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate

Base Information

Chemical Name:(+)-Methyl (3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate
CAS No.:263900-32-9
Molecular Formula:C14H30O4Si
Molecular Weight:290.475
Hs Code.:
DSSTox Substance ID:DTXSID00471852
Wikidata:Q82300530
Mol file:263900-32-9.mol

Synonyms:263900-32-9;(+)-Methyl (3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate;methyl (3S)-5-[tert-butyl(dimethyl)silyl]oxy-3-hydroxy-2,2-dimethylpentanoate;SCHEMBL6999755;DTXSID00471852;(+)-METHYL (3S)-5-[(TERT-BUTYLDIMETHYLSILYL)OXY]-3-HYDROXY-2,2-DIMETHYLPENTANOATE;methyl (3S)-5-[tert-butyl(dimethyl)silyl]oxy-3-hydroxy-2, 2-dimethylpentanoate

Suppliers and Price of (+)-Methyl (3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(+)-Methyl(3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate
250mg
$ 165.00

Medical Isotopes, Inc.
(+)-Methyl(3S)-5-[[tert-Butyldimethylsilyl)oxy]]-3-hydroxy-2,2-dimethylpentanoate
1.25 g
$ 2200.00

Medical Isotopes, Inc.
(+)-Methyl(3S)-5-[[tert-Butyldimethylsilyl)oxy]]-3-hydroxy-2,2-dimethylpentanoate
250 mg
$ 900.00

Total 3 raw suppliers

Chemical Property of (+)-Methyl (3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate

Chemical Property:

PSA：55.76000
LogP:2.95840
Solubility.:Dichloromethane, Ether, Ethyl Acetate, Hexane
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:8
Exact Mass:290.19133597
Heavy Atom Count:19
Complexity:305

Purity/Quality:

97% ^*data from raw suppliers

(+)-Methyl(3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)[Si](C)(C)OCCC(C(C)(C)C(=O)OC)O
Isomeric SMILES:CC(C)(C)[Si](C)(C)OCC[C@@H](C(C)(C)C(=O)OC)O
Uses (+)-Methyl (3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate (cas# 263900-32-9) is a compound useful in organic synthesis.

Technology Process of (+)-Methyl (3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate

There total 6 articles about (+)-Methyl (3S)-5-{[tert-Butyldimethylsilyl)oxy]}-3-hydroxy-2,2-dimethylpentanoate 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: 93.0%

: 31469-15-5
1-methoxy-2-methyl-1-trimethylsiloxy-1-propene

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

: 263900-32-9
(+)-methyl (3S)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2,2-dimethylpentanoate

: (-)-methyl (3R)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2,2-dimethylpentanoate

Guidance literature:: 3-(tert-butyldimethylsilanyloxy)propionaldehyde; With borane-THF; Nα-(4-methylbenzenesulfonyl)-D-phenylalanine; In dichloromethane; at -94 ℃; for 0.25h;

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene; In dichloromethane; at -94 - -78 ℃; for 1.75h;

With Amberlite IRA-743; In dichloromethane; water; at -78 - 20 ℃; for 6h;
DOI:10.1002/anie.200351413

Reference yield:

: 108794-10-1
4-[(tert-butyldimethylsilyl)oxy]-1-butene

: 263900-32-9
(+)-methyl (3S)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2,2-dimethylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃ / CH₂Cl₂ / 0.17 h / -78 °C

1.2: 93 percent / polymer-supported triphenylphosphine / CH₂Cl₂ / 14 h / 20 °C

2.1: N-tosyl-D-phenylalanine; BH₃*THF / tetrahydrofuran; CH₂Cl₂ / 1.5 h / -96 - -78 °C

With borane-THF; Nα-(4-methylbenzenesulfonyl)-D-phenylalanine; ozone; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.200305669

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 263900-32-9
(+)-methyl (3S)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2,2-dimethylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / polystyrene-DMAP / CH₂Cl₂ / 2.5 h / 20 °C

2.1: O₃ / CH₂Cl₂ / 0.33 h / -78 °C

2.2: 93 percent / polystyrene-PPh₂ / CH₂Cl₂ / 12 h / -78 - 20 °C

3.1: N-Ts-D-phenylalanine; BH₃*THF / CH₂Cl₂ / 0.25 h / -94 °C

3.2: CH₂Cl₂ / 1.75 h / -94 - -78 °C

3.3: 93 percent / Amberlite IRA-743 / CH₂Cl₂; H₂O / 6 h / -78 - 20 °C

With borane-THF; polyvinylpyridine polymer-supported dimethylaminopyridine; Nα-(4-methylbenzenesulfonyl)-D-phenylalanine; ozone; In dichloromethane;
DOI:10.1002/anie.200351413