1-[(But-2-en-1-yl)oxy]-2-diazonioethen-1-olate

Base Information

Chemical Name:1-[(But-2-en-1-yl)oxy]-2-diazonioethen-1-olate
CAS No.:393530-39-7
Molecular Formula:C6H8N2O2
Molecular Weight:140.142
Hs Code.:
DSSTox Substance ID:DTXSID40709161
Mol file:393530-39-7.mol

Synonyms:393530-39-7;1-[(But-2-en-1-yl)oxy]-2-diazonioethen-1-olate;DTXSID40709161

Suppliers and Price of 1-[(But-2-en-1-yl)oxy]-2-diazonioethen-1-olate

Supply Marketing:

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

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Chemical Property of 1-[(But-2-en-1-yl)oxy]-2-diazonioethen-1-olate

Chemical Property:

XLogP3:1.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:140.058577502
Heavy Atom Count:10
Complexity:180

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=CCOC(=O)C=[N+]=[N-]

Technology Process of 1-[(But-2-en-1-yl)oxy]-2-diazonioethen-1-olate

There total 1 articles about 1-[(But-2-en-1-yl)oxy]-2-diazonioethen-1-olate 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: 30.0%

: 4088-60-2,542-72-3
cis-2-buten-1-ol

: 2158-14-7
4-acetamidobenzenesulfonyl azide

: 5394-63-8
2,2,6-trimethyl-4H-1,3-dioxin-4-one

: 393530-39-7
Diazo-acetic acid (Z)-but-2-enyl ester

Guidance literature:: cis-2-buten-1-ol; 2,2,6-trimethyl-4H-1,3-dioxin-4-one; In tetrahydrofuran; Heating;

4-acetamidobenzenesulfonyl azide; In acetonitrile; at 20 ℃;

With lithium hydroxide;
DOI:10.1016/S0960-894X(02)00793-X

Reference yield:

: 393530-39-7
Diazo-acetic acid (Z)-but-2-enyl ester

: 58857-02-6
(+)-ambruticin S

Guidance literature:: Multi-step reaction with 12 steps

1.1: Rh[5(S)-MEPY]4 / CH₂Cl₂ / Heating

2.1: 93 percent / AlMe₃ / CH₂Cl₂; hexane / 72 h

3.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 92 percent / NaHMDS / tetrahydrofuran / 1.5 h / 0 °C

5.1: 86 percent / BH₃*NH₃; LDA / tetrahydrofuran / 1.5 h / 0 °C

6.1: 99 percent / Ph₃P; DEAD / tetrahydrofuran / 18 h / 20 °C

7.1: 82 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 24 h / 20 °C

8.1: NaHMDS / dimethylformamide / -60 - 20 °C

8.2: 14 percent / TFA / tetrahydrofuran; H₂O / 3 h / 20 °C

9.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

10.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

10.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C

11.1: Na₂HPO₄; sodium amalgam / methanol / 3 h / -30 °C

11.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C

12.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; borane-ammonia complex; trimethylaluminum; sodium hexamethyldisilazane; sodium hydrogencarbonate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; Rh[5(S)-MEPY]4; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 8.1: Julia coupling / 10.2: Julia coupling;
DOI:10.1016/S0040-4020(03)00370-3

Reference yield:

: 393530-39-7
Diazo-acetic acid (Z)-but-2-enyl ester

: 1054631-66-1
[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: Rh[5(S)-MEPY]4 / CH₂Cl₂ / Heating

2.1: 93 percent / AlMe₃ / CH₂Cl₂; hexane / 72 h

3.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 92 percent / NaHMDS / tetrahydrofuran / 1.5 h / 0 °C

5.1: 86 percent / BH₃*NH₃; LDA / tetrahydrofuran / 1.5 h / 0 °C

6.1: 99 percent / Ph₃P; DEAD / tetrahydrofuran / 18 h / 20 °C

7.1: 82 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 24 h / 20 °C

8.1: NaHMDS / dimethylformamide / -60 - 20 °C

8.2: 14 percent / TFA / tetrahydrofuran; H₂O / 3 h / 20 °C

9.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

10.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

10.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; borane-ammonia complex; trimethylaluminum; sodium hexamethyldisilazane; sodium hydrogencarbonate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; Rh[5(S)-MEPY]4; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 8.1: Julia coupling / 10.2: Julia coupling;
DOI:10.1016/S0040-4020(03)00370-3