1-[(2R)-2-Hydroxy-4-methyl-1-oxopentyl]-L-proline phenylmethyl ester

Base Information

Chemical Name:1-[(2R)-2-Hydroxy-4-methyl-1-oxopentyl]-L-proline phenylmethyl ester
CAS No.:187753-73-7
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:
DSSTox Substance ID:DTXSID301160375
Nikkaji Number:J1.346.104J

Synonyms:DTXSID301160375;1-[(2R)-2-Hydroxy-4-methyl-1-oxopentyl]-L-proline phenylmethyl ester;187753-73-7

Suppliers and Price of 1-[(2R)-2-Hydroxy-4-methyl-1-oxopentyl]-L-proline phenylmethyl 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 1-[(2R)-2-Hydroxy-4-methyl-1-oxopentyl]-L-proline phenylmethyl ester

Chemical Property:

XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:319.17835828
Heavy Atom Count:23
Complexity:404

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)CC(C(=O)N1CCCC1C(=O)OCC2=CC=CC=C2)O
Isomeric SMILES:CC(C)C[C@H](C(=O)N1CCC[C@H]1C(=O)OCC2=CC=CC=C2)O

Technology Process of 1-[(2R)-2-Hydroxy-4-methyl-1-oxopentyl]-L-proline phenylmethyl ester

There total 1 articles about 1-[(2R)-2-Hydroxy-4-methyl-1-oxopentyl]-L-proline phenylmethyl 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: 95.0%

: 20312-37-2,498-36-2
(R)-2-hydroxy-4-methylpentanoic acid

: 41324-66-7
H-Pro-OBzl

: 187753-73-7
(S)-1-((R)-2-Hydroxy-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide;
DOI:10.1016/S0040-4039(96)02346-5

Reference yield: 98.0%

: 3303-84-2
3-(tert-butyloxycarbonylamino)propionic acid

: 187753-73-7
(S)-1-((R)-2-Hydroxy-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzyl ester

: 55739-22-5
(S)-1-[(R)-2-(3-tert-Butoxycarbonylamino-propionyloxy)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 21h;
DOI:10.1021/jo015953+

Reference yield:

: 187753-73-7
(S)-1-((R)-2-Hydroxy-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzyl ester

: 2503-26-6
destruxin B

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / DCC; DMAP / CH₂Cl₂ / 21 h / 0 - 20 °C

2.1: H₂ / Pd/C / methanol / 2 h

3.1: 233 mg / DCC; HOBt hydrate / CH₂Cl₂ / 25 h / 0 - 20 °C

4.1: TFA / CH₂Cl₂ / 0.5 h / 20 °C

4.2: NaNO₂; aq. HCl / 0.25 h

4.3: 65 percent / aq. NaHCO₃ / CH₂Cl₂ / 15 h / 20 °C

With dmap; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jo015953+