Methyl 4-{[(benzyloxy)carbonyl]amino}-5-{[tert-butyl(dimethyl)silyl]oxy}pentanoate

Base Information

Chemical Name:Methyl 4-{[(benzyloxy)carbonyl]amino}-5-{[tert-butyl(dimethyl)silyl]oxy}pentanoate
CAS No.:911050-87-8
Molecular Formula:C20H33NO5Si
Molecular Weight:395.57
Hs Code.:
DSSTox Substance ID:DTXSID80694709
Mol file:911050-87-8.mol

Synonyms:DTXSID80694709;Methyl 4-{[(benzyloxy)carbonyl]amino}-5-{[tert-butyl(dimethyl)silyl]oxy}pentanoate

Suppliers and Price of Methyl 4-{[(benzyloxy)carbonyl]amino}-5-{[tert-butyl(dimethyl)silyl]oxy}pentanoate

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

American Custom Chemicals Corporation
(S)-METHYL 4-(BENZYLOXYCARBONYLAMINO)-5-(TERT-BUTYLDIMETHYLSILYLOXY)PENTANOATE 95.00%
10G
$ 5082.00

American Custom Chemicals Corporation
(S)-METHYL 4-(BENZYLOXYCARBONYLAMINO)-5-(TERT-BUTYLDIMETHYLSILYLOXY)PENTANOATE 95.00%
1G
$ 1443.75

Total 6 raw suppliers

Chemical Property of Methyl 4-{[(benzyloxy)carbonyl]amino}-5-{[tert-butyl(dimethyl)silyl]oxy}pentanoate

Chemical Property:

Refractive Index:1.487
Boiling Point:468 °C at 760 mmHg
Flash Point:236.8 °C
PSA：73.86000
Density:1.044 g/cm³
LogP:4.64730
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:12
Exact Mass:395.21279969
Heavy Atom Count:27
Complexity:470

Purity/Quality:

99% ^*data from raw suppliers

(S)-METHYL 4-(BENZYLOXYCARBONYLAMINO)-5-(TERT-BUTYLDIMETHYLSILYLOXY)PENTANOATE 95.00% ^*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)OCC(CCC(=O)OC)NC(=O)OCC1=CC=CC=C1

Technology Process of Methyl 4-{[(benzyloxy)carbonyl]amino}-5-{[tert-butyl(dimethyl)silyl]oxy}pentanoate

There total 1 articles about Methyl 4-{[(benzyloxy)carbonyl]amino}-5-{[tert-butyl(dimethyl)silyl]oxy}pentanoate 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: 74.0%

: 119109-58-9
4-(S)-[4-(N-benzyloxycarbonylamino)-5-hydroxy]pentanoic acid methyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 911050-87-8
methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-{[tert-butyldimethylsilyl]oxy}pentanoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.bmc.2006.05.040

Reference yield: 52.0%

: 911050-87-8
methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-{[tert-butyldimethylsilyl]oxy}pentanoate

: 74-88-4
methyl iodide

: 911050-89-0
methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

Guidance literature:: methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-{[tert-butyldimethylsilyl]oxy}pentanoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 911050-87-8
methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-{[tert-butyldimethylsilyl]oxy}pentanoate

: 911050-91-4
methyl (2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

1.2: 52 percent / tetrahydrofuran / 3 h / -78 °C

2.1: hydrogen / Pd/C / methanol / 1 h

3.1: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 3 h / 20 °C

With hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.040