(2E)-2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyrrol-5-yl]-2-[(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-ylidene]acetonitrile

Base Information

Chemical Name:(2E)-2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyrrol-5-yl]-2-[(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-ylidene]acetonitrile
CAS No.:105251-52-3
Molecular Formula:C₂₄H₄₅N₃O₂Si₂
Molecular Weight:463.811
Hs Code.:
European Community (EC) Number:635-171-6
Wikidata:Q76421927
Mol file:105251-52-3.mol

(2E)-2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyrrol-5-yl]-2-[(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-ylidene]acetonitrile

Synonyms:105251-52-3;(2E)-2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyrrol-5-yl]-2-[(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-ylidene]acetonitrile;(1S,9S)-1,9-Bis[(tert-butyldimethylsiloxy)methyl]-5-cyanosemicorrin;SCHEMBL12786220;J-001364;(1S, 9S)-(-)-1,9-BIS[(TERT-BUTYLDIMETHYLSILYLOXY)METHYL]-5-CYANOSEMICORRIN;(1S,9S)-1,9-Bis((tert-butyldimethylsilyl-oxy)methyl)-5-cyanosemicorrin,97%;(1S,9S)-1,9-Bis[(tert-butyldimethylsiloxy)methyl]-5-cyanosemicorrin, >=97.0%;2-((S)-2-(((tert-Butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyrrol-5-yl)-2-((S)-5-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-2-ylidene)acetonitrile

Suppliers and Price of (2E)-2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyrrol-5-yl]-2-[(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-ylidene]acetonitrile

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

Sigma-Aldrich
(1S,9S)-1,9-Bis[(tert-butyldimethylsiloxy)methyl]-5-cyanosemicorrin ≥97.0%
10mg
$ 222.00

American Custom Chemicals Corporation
(1S,9S)-1,9-BIS[(TERT-BUTYLDIMETHYLSILOXY)METHYL]-5-CYANOSEMICORRIN 95.00%
10MG
$ 772.53

Total 3 raw suppliers

Chemical Property of (2E)-2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyrrol-5-yl]-2-[(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-ylidene]acetonitrile

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Melting Point:74-77 °C
Refractive Index:1.503
Boiling Point:477°Cat760mmHg
Flash Point:242.3°C
PSA：66.64000
Density:1g/cm³
LogP:5.92748
Storage Temp.:2-8°C
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:9
Exact Mass:463.30503076
Heavy Atom Count:31
Complexity:764

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1S,9S)-1,9-Bis[(tert-butyldimethylsiloxy)methyl]-5-cyanosemicorrin ≥97.0% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)[Si](C)(C)OCC1CCC(=C(C#N)C2=NC(CC2)CO[Si](C)(C)C(C)(C)C)N1
Isomeric SMILES:CC(C)(C)[Si](C)(C)OC[C@@H]1CC/C(=C(\C#N)/C2=N[C@@H](CC2)CO[Si](C)(C)C(C)(C)C)/N1

Technology Process of (2E)-2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyrrol-5-yl]-2-[(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-ylidene]acetonitrile

There total 9 articles about (2E)-2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyrrol-5-yl]-2-[(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-ylidene]acetonitrile 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 122249-16-5
((S)-5-Hydroxymethyl-4,5-dihydro-3H-pyrrol-2-yl)-[(S)-5-hydroxymethyl-pyrrolidin-(2E)-ylidene]-acetonitrile

: 105251-52-3
(1S,9S)-1,9-bis<<(tert-butyl)dimethylsilyl>methyl>semicorrin-5-carbonitrile

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 40 ℃; for 20h; Yield given;
DOI:10.1002/hlca.19880710620

Reference yield:

: 65571-69-9
(2S)-methyl 5-ethoxy-3,4-dihydro-2H-pyrrol-2-carboxylate

: 105251-52-3
(1S,9S)-1,9-bis<<(tert-butyl)dimethylsilyl>methyl>semicorrin-5-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / 23 h / 100 °C

2: CF₃CO₂H / 0.13 h / 23 °C

3: 75 percent / CF₃CO₂H / 1,2-dichloro-ethane / 4.5 h / 65 °C

4: LiBH₄ / tetrahydrofuran / 20 h / 23 °C

5: imidazole / dimethylformamide / 20 h / 40 °C

With 1H-imidazole; lithium borohydride; trifluoroacetic acid; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19880710620

Reference yield:

: 4931-66-2
methyl (S)-pyroglutamate

: 105251-52-3
(1S,9S)-1,9-bis<<(tert-butyl)dimethylsilyl>methyl>semicorrin-5-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / CH₂Cl₂ / 5 h / Heating

2: 81 percent / 23 h / 100 °C

3: CF₃CO₂H / 0.13 h / 23 °C

4: 75 percent / CF₃CO₂H / 1,2-dichloro-ethane / 4.5 h / 65 °C

5: LiBH₄ / tetrahydrofuran / 20 h / 23 °C

6: imidazole / dimethylformamide / 20 h / 40 °C

With 1H-imidazole; lithium borohydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19880710620