N-Formyl-L-leucine (3S,4R,6S)-3-hexyl-2-oxo-6-undecyltetrahydro-2H-pyran-4-yl ester

Base Information

Chemical Name:N-Formyl-L-leucine (3S,4R,6S)-3-hexyl-2-oxo-6-undecyltetrahydro-2H-pyran-4-yl ester
CAS No.:130793-27-0
Molecular Formula:C₂₉H₅₃NO₅
Molecular Weight:495.744
Hs Code.:2932206000
UNII:2WU82B0SW1
Wikidata:Q27255717
Mol file:130793-27-0.mol

Synonyms:130793-27-0;N-Formyl-L-leucine (3S,4R,6S)-3-hexyl-2-oxo-6-undecyltetrahydro-2H-pyran-4-yl ester;2WU82B0SW1;N-Formyl-L-leucine (3S,4R,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl Ester;[(3S,4R,6S)-3-hexyl-2-oxo-6-undecyloxan-4-yl] (2S)-2-formamido-4-methylpentanoate;L-Leucine, N-formyl-, (3S,4R,6S)-3-hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl ester;UNII-2WU82B0SW1;SCHEMBL537927;3-Hexyl-2-oxo-6-undecyltetrahydro-2H-pyran-4-yl 2-formamido-4-methylpentanoate, (S)-(3S,4R,6S)-;Q27255717;L-Leucine, N-formyl-, 3-hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl ester, [3S-(3?,4?,6?)]-;Orlistat Related Compound D (USP)

Suppliers and Price of N-Formyl-L-leucine (3S,4R,6S)-3-hexyl-2-oxo-6-undecyltetrahydro-2H-pyran-4-yl 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

TRC
N-Formyl-L-leucine(3S,4R,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-ylEster
2.5mg
$ 205.00

Sigma-Aldrich
Orlistat Related Compound D
10mg
$ 1310.00

Medical Isotopes, Inc.
N-Formyl-L-leucine(3S,4R,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-ylEster
25 mg
$ 2400.00

Total 9 raw suppliers

Chemical Property of N-Formyl-L-leucine (3S,4R,6S)-3-hexyl-2-oxo-6-undecyltetrahydro-2H-pyran-4-yl ester

Chemical Property:

Boiling Point:632.6±50.0 °C(Predicted)
PKA:14.53±0.23(Predicted)
PSA：81.70000
Density:0.99±0.1 g/cm3(Predicted)
LogP:7.90870
Storage Temp.:-20°C Freezer, Under Inert Atmosphere
Solubility.:Chloroform (Slightly), Methanol (Slightly)
XLogP3:10
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:21
Exact Mass:495.39237379
Heavy Atom Count:35
Complexity:579

Purity/Quality:

98% ^*data from raw suppliers

N-Formyl-L-leucine(3S,4R,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-ylEster ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCCCCCCCCCC1CC(C(C(=O)O1)CCCCCC)OC(=O)C(CC(C)C)NC=O
Isomeric SMILES:CCCCCCCCCCC[C@H]1C[C@H]([C@@H](C(=O)O1)CCCCCC)OC(=O)[C@H](CC(C)C)NC=O
Uses N-Formyl-L-leucine (3S,4R,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl ester is an impurity of Orlistat (O686500). Orlistat USP Related Compound D. N-Formyl-L-leucine (3S,4R,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl ester is an impurity of Orlistat (O686500).

Technology Process of N-Formyl-L-leucine (3S,4R,6S)-3-hexyl-2-oxo-6-undecyltetrahydro-2H-pyran-4-yl ester

There total 6 articles about N-Formyl-L-leucine (3S,4R,6S)-3-hexyl-2-oxo-6-undecyltetrahydro-2H-pyran-4-yl 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: 14.0%

: 96829-58-2,104872-04-0,104872-27-7,104872-28-8,111466-61-6,111466-62-7,111466-63-8,130193-40-7,130193-41-8,130193-42-9,130193-43-0,1225451-00-2
Tetrahydrolipstatin

: 130676-64-1
(S)-3-Hexyl-5,6-dihydro-6-undecyl-2H-pyran-2-one

: 130793-26-9
(3S,4R,6S)-3-Hexyl-3,4,5,6-tetrahydro-4-hydroxy-6-undecyl-2H-pyran-2-one

: 130793-27-0
N-Formyl-L-leucine (3S,4R,6S)-3-Hexyl-3,4,5,6-tetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl Ester

Guidance literature:: With phosphate buffer; In 1,4-dioxane; for 120h; Further byproducts given; Heating;
DOI:10.1002/hlca.19900730427

Reference yield:

: 96829-58-2,104872-04-0,104872-27-7,104872-28-8,111466-61-6,111466-62-7,111466-63-8,130193-40-7,130193-41-8,130193-42-9,130193-43-0,1225451-00-2
Tetrahydrolipstatin

: 130676-63-0
N-Formyl-L-leucine (S,E)-1-(Non-2-enyl)dodecyl Ester

: 130676-66-3,130793-28-1
(2S,3S,5S)-5-<<(S)-2-(Formylamino)-4-methylpentanoyl>oxy>-2-hexyl-3-hydroxyhexadecanoic Acid

: 130676-64-1
(S)-3-Hexyl-5,6-dihydro-6-undecyl-2H-pyran-2-one

: 130793-26-9
(3S,4R,6S)-3-Hexyl-3,4,5,6-tetrahydro-4-hydroxy-6-undecyl-2H-pyran-2-one

: 130793-27-0
N-Formyl-L-leucine (3S,4R,6S)-3-Hexyl-3,4,5,6-tetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl Ester

: 130676-65-2
N-Formyl-L-leucine (3S,4S,6S)-3-Hexyl-3,4,5,6-tetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl Ester

Guidance literature:: at 45 - 85 ℃; Product distribution; hydrolytic degradation on storage (a: 85percent rel. humidity; b: dry); time: 3 d to 6 months; degradation pathways; degradation in presence of OCHPheOH;
DOI:10.1002/hlca.19900730427

Reference yield:

: 104872-04-0,104872-27-7,104872-28-8,111466-61-6,111466-62-7,111466-63-8,130193-40-7,130193-41-8,130193-42-9,130193-43-0,96829-58-2,1225451-00-2
Orlistat

: 130793-27-0
N-Formyl-L-leucine (3S,4R,6S)-3-Hexyl-3,4,5,6-tetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl Ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, AcOH, 2.) (i-Pr)2EtN, 4-(dimethylamino)pyridine / 1.) 50 deg C, 4 d, 2.) pentane, Et₂O, r.t.

2: 27 percent / (Bu₄N)NO₃ / toluene / 13 h / Heating

3: 69 percent / hydrogen / 10 percent Pd/C / propan-2-ol / 2 h / 7500.6 Torr / Ambient temperature

4: TsOH / acetonitrile / 2 h / Ambient temperature

With dmap; hydrogen; tetrabutylammonium nitrate; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In isopropyl alcohol; toluene; acetonitrile;
DOI:10.1002/hlca.19920750513