2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol

Base Information

Chemical Name:2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol
CAS No.:609812-02-4
Molecular Formula:C₃₃H₅₇NO₇S
Molecular Weight:611.884
Hs Code.:

Synonyms:2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol

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Chemical Property of 2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol

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Technology Process of 2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol

There total 9 articles about 2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol 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: 71.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 609812-01-3
(4R,5S)-4-[(1R)-1-azido-2-(benzyloxy)ethyl]-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)-3-tetradecenyl]-1,3-dioxolane

: 609812-02-4
2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; at 20 ℃; for 16h;
DOI:10.1021/jo034157w

Reference yield:

: 110426-22-7
(2S,3E)-5-benzyloxy-1-(4-methylphenylsulfinyl)-3-penten-2-ol

: 609812-02-4
2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / N-bromosuccinimide; water / toluene / 0.25 h / 20 °C

2: 83 percent / K₂CO₃ / methanol / 1.75 h / 0 - 20 °C

3: 85 percent / NaN₃; NH₄Cl / methanol; H₂O / 6 h / Heating

4: 87 percent / CSA / acetone / 1 h / 20 °C

5: 1-tridecene / CH₂Cl₂ / 1.08 h / 0 °C

6: 930 mg / SnCl₄ / CH₂Cl₂ / 0.17 h / 0 °C

7: 82 percent / 2KHSO₅*KHSO₄*K₂SO₄ / tetrahydrofuran; methanol; H₂O / 4.5 h / 0 - 20 °C

8: 71 percent / H₂ / Pd(OH)2/C / ethanol / 16 h / 20 °C

With potassium sulfate; potassium hydrogensulfate; N-Bromosuccinimide; potassium peroxomonosulfate; sodium azide; 1-tridecene; camphor-10-sulfonic acid; water; hydrogen; tin(IV) chloride; potassium carbonate; ammonium chloride; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; toluene; 5: Pummerer reaction;
DOI:10.1021/jo034157w

Reference yield:

: 110426-21-6
(E)-5-Benzyloxy-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-one

: 609812-02-4
2-(tert-butoxycarbonylamino)-2-{(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfonyl)tetradecyl]-1,3-dioxolan-4-yl}-1-ethanol

Guidance literature:: Multi-step reaction with 9 steps

1: 92 percent / DIBAL-H / tetrahydrofuran; toluene / 0.58 h / -78 °C

2: 88 percent / N-bromosuccinimide; water / toluene / 0.25 h / 20 °C

3: 83 percent / K₂CO₃ / methanol / 1.75 h / 0 - 20 °C

4: 85 percent / NaN₃; NH₄Cl / methanol; H₂O / 6 h / Heating

5: 87 percent / CSA / acetone / 1 h / 20 °C

6: 1-tridecene / CH₂Cl₂ / 1.08 h / 0 °C

7: 930 mg / SnCl₄ / CH₂Cl₂ / 0.17 h / 0 °C

8: 82 percent / 2KHSO₅*KHSO₄*K₂SO₄ / tetrahydrofuran; methanol; H₂O / 4.5 h / 0 - 20 °C

9: 71 percent / H₂ / Pd(OH)2/C / ethanol / 16 h / 20 °C

With potassium sulfate; potassium hydrogensulfate; N-Bromosuccinimide; potassium peroxomonosulfate; sodium azide; 1-tridecene; camphor-10-sulfonic acid; water; hydrogen; tin(IV) chloride; diisobutylaluminium hydride; potassium carbonate; ammonium chloride; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; toluene; 6: Pummerer reaction;
DOI:10.1021/jo034157w