(2S)-2-[(alphaS)-alpha-(tert-Butyloxycarbonylamino)benzyl]oxirane

Base Information

Chemical Name:(2S)-2-[(alphaS)-alpha-(tert-Butyloxycarbonylamino)benzyl]oxirane
CAS No.:165683-89-6
Molecular Formula:C14H19NO3
Molecular Weight:249.31
Hs Code.:
DSSTox Substance ID:DTXSID001150349
Nikkaji Number:J1.213.057K

Synonyms:SCHEMBL18306699;DTXSID001150349;(2S)-2-[(alphaS)-alpha-(tert-Butyloxycarbonylamino)benzyl]oxirane;Carbamic acid, [(S)-(2S)-oxiranylphenylmethyl]-, 1,1-dimethylethyl ester;165683-89-6

Suppliers and Price of (2S)-2-[(alphaS)-alpha-(tert-Butyloxycarbonylamino)benzyl]oxirane

Supply Marketing:

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

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of (2S)-2-[(alphaS)-alpha-(tert-Butyloxycarbonylamino)benzyl]oxirane

Chemical Property:

XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:249.13649347
Heavy Atom Count:18
Complexity:292

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)OC(=O)NC(C1CO1)C2=CC=CC=C2
Isomeric SMILES:CC(C)(C)OC(=O)N[C@H]([C@H]1CO1)C2=CC=CC=C2

Technology Process of (2S)-2-[(alphaS)-alpha-(tert-Butyloxycarbonylamino)benzyl]oxirane

There total 7 articles about (2S)-2-[(alphaS)-alpha-(tert-Butyloxycarbonylamino)benzyl]oxirane 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: 92.0%

: 165683-81-8
(2S,3S)-3-((tert-butoxycarbonyl)amino)-3-phenyl-1,2-propanediol

: 165683-89-6
(S)-1-<(S)-1-(tert-butoxycarbonylamino)-1-phenylethyl>oxirane

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In chloroform; Heating;
DOI:10.1016/S0040-4020(99)00880-7

Reference yield:

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 165683-89-6
(S)-1-<(S)-1-(tert-butoxycarbonylamino)-1-phenylethyl>oxirane

Guidance literature:: Multi-step reaction with 4 steps

1: Ti(O-i-Pr)4; D(-)-DIPT; t-BuOOH / CH₂Cl₂ / -20 °C

2: 94 percent / NaN₃; LiClO₄ / acetonitrile / Heating

3: 82 percent / H₂ / Pd/C / ethyl acetate / 20 °C

4: 86 percent / Ph₃P; diisopropyl azodicarboxylate / CHCl₃ / Heating

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; di-isopropyl azodicarboxylate; hydrogen; lithium perchlorate; D-(-)-diisopropyl tartrate; triphenylphosphine; palladium on activated charcoal; In dichloromethane; chloroform; ethyl acetate; acetonitrile; 1: asymmetric Sharpless epoxidation / 4: Mitsunobu cyclization;
DOI:10.1021/jo0268456

Reference yield:

: 116911-14-9
(2S,3S)-3-azido-3-phenyl-propane-1,2-diol

: 165683-89-6
(S)-1-<(S)-1-(tert-butoxycarbonylamino)-1-phenylethyl>oxirane

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / H₂ / Pd/C / ethyl acetate / 20 °C

2: 86 percent / Ph₃P; diisopropyl azodicarboxylate / CHCl₃ / Heating

With di-isopropyl azodicarboxylate; hydrogen; triphenylphosphine; palladium on activated charcoal; In chloroform; ethyl acetate; 2: Mitsunobu cyclization;
DOI:10.1021/jo0268456