t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane

Base Information

• Chemical Name: t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane
• CAS No.: 391671-82-2
• Molecular Formula: C25H28O3Si
• Molecular Weight: 404.581
• DSSTox Substance ID: DTXSID80462506
• Nikkaji Number: J1.806.352B
• Wikidata: Q82287051
• Mol file: 391671-82-2.mol

Synonyms:t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane;391671-82-2;SCHEMBL7091992;DTXSID80462506;BSAVOFUYZFQQJZ-JOCHJYFZSA-N;tert-butyl{4-[(2S)oxiranylmethoxy]phenoxy}diphenylsilane

Chemical Property of t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 404.18077129
• Heavy Atom Count: 29
• Complexity: 479

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OC3=CC=C(C=C3)OCC4CO4
• Isomeric SMILES: CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OC3=CC=C(C=C3)OC[C@@H]4CO4

Technology Process of t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane

There total 4 articles about t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane 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: 56.0%

4-((tert-butyldiphenylsilyl)oxy)phenol (108534-48-1) + (R)-oxiranemethanol (57044-25-4) → tert-Butyl-[4-((S)-1-oxiranylmethoxy)-phenoxy]-diphenyl-silane (391671-82-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1016/S0960-894X(01)00645-X

Reference yield:

4-Benzyloxyphenol (103-16-2) → tert-Butyl-[4-((S)-1-oxiranylmethoxy)-phenoxy]-diphenyl-silane (391671-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / imidazole / CH₂Cl₂

2: 94 percent / cyclohexene / Pd/C / ethanol

3: 56 percent / PPh₃; DEAD / tetrahydrofuran

With 1H-imidazole; triphenylphosphine; cyclohexene; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 3: Mitsunobu reaction;

DOI:10.1016/S0960-894X(01)00645-X

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → tert-Butyl-[4-((S)-1-oxiranylmethoxy)-phenoxy]-diphenyl-silane (391671-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / imidazole / CH₂Cl₂

2: 94 percent / cyclohexene / Pd/C / ethanol

3: 56 percent / PPh₃; DEAD / tetrahydrofuran

With 1H-imidazole; triphenylphosphine; cyclohexene; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 3: Mitsunobu reaction;

DOI:10.1016/S0960-894X(01)00645-X

upstream raw materials:

4-((tert-butyldiphenylsilyl)oxy)phenol

(R)-oxiranemethanol

4-Benzyloxyphenol

tert-butylchlorodiphenylsilane

Downstream raw materials:

1-{4-[4-({3-[4-(tert-butyl-diphenyl-silanyloxy)-phenoxy]-2-hydroxy-propylamino}-methyl)-piperidine-1-sulfonyl]-phenyl}-3-pyridin-2-yl-urea

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