(2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:946435-62-7
Molecular Formula:C₁₉H₃₉NO₄Si
Molecular Weight:373.608
Hs Code.:

Synonyms:(2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

Suppliers and Price of (2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

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

Total 0 raw suppliers

Chemical Property of (2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about (2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester 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:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 946435-62-7
(2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 2.33 h / 0 - 20 °C

2: 94 percent / imidazole / CH₂Cl₂ / 48 h

3: 91 percent / NaBH₄; CaCl₂ / tetrahydrofuran; ethanol / 0 °C

With 1H-imidazole; sodium tetrahydroborate; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol071147z

Reference yield:

: 946435-62-7
(2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

: 946435-46-7
(2S,4R)-2-[3-hydroxy-1-[(2-methoxyethoxy)methoxy]-2-(phenylselanyl)propyl]-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.83 h / -78 - 20 °C

2: 63 percent / t-BuLi / pentane; tetrahydrofuran / 2 h / -78 °C

3: 83 percent / i-Pr₂NEt; Bu₄NI / tetrahydrofuran / 20 h / Heating

4: 98 percent / ethyl acetate; H₂O / 0.25 h

5: 98 percent / LiAlH₄ / diethyl ether / 0.33 h / 0 °C

With lithium aluminium tetrahydride; oxalyl dichloride; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; pentane; 1: Swern oxidation;
DOI:10.1021/ol071147z

Reference yield:

: 946435-62-7
(2S,4R)-2-hydroxymethyl-4-[(triisopropylsilyl)oxy]pyrrolidine-1-carboxylic acid tert-butyl ester

: (2S)-3-dimethylaminomethylene-2-[(1S,2R)-3-hydroxy-1-[(2-methoxyethoxy)methoxy]-2-(phenylselanyl)propyl]-4-oxopyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 91 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.83 h / -78 - 20 °C

2: 63 percent / t-BuLi / pentane; tetrahydrofuran / 2 h / -78 °C

3: 83 percent / i-Pr₂NEt; Bu₄NI / tetrahydrofuran / 20 h / Heating

4: 98 percent / ethyl acetate; H₂O / 0.25 h

5: 98 percent / LiAlH₄ / diethyl ether / 0.33 h / 0 °C

6: 80 percent / pyridine; DMAP / CH₂Cl₂ / 3.5 h

7: 95 percent / Bu₄NF; AcOH / tetrahydrofuran / 2 h

8: 40 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 1 h / -78 °C

9: 64 percent / K₂CO₃ / methanol; H₂O / 0.5 h

10: 53 percent / tetrahydrofuran / 24 h / Heating

With pyridine; dmap; lithium aluminium tetrahydride; oxalyl dichloride; tetrabutyl ammonium fluoride; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; pentane; 1: Swern oxidation / 8: Swern oxidation;
DOI:10.1021/ol071147z