4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate

Base Information

Chemical Name:4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate
CAS No.:1334227-93-8
Molecular Formula:C₂₈H₃₁NO₇S
Molecular Weight:525.623
Hs Code.:

Synonyms:4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate

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Chemical Property of 4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate

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Technology Process of 4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate

There total 9 articles about 4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate 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: 75.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 1334227-96-1
C₂₁H₂₇NO₇S

: 1334227-93-8
4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2011.07.035

Reference yield:

: toluene-4-sulfonic acid 4-[(2R,3S)-3-hydroxymethyloxyranyl]phenyl ester

: 1334227-93-8
4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium azide; ammonium chloride / tetrahydrofuran; water / 12 h / 50 °C

2: triphenylphosphine / tetrahydrofuran; water / 3 h / 20 °C

3: sodium hydrogencarbonate / tetrahydrofuran; water / 4 h / 20 °C

4: toluene-4-sulfonic acid / dichloromethane / 3 h / 0 - 20 °C

With sodium azide; sodium hydrogencarbonate; ammonium chloride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2011.07.035

Reference yield:

: C₁₈H₁₈O₅S

: 1334227-93-8
4-((R)-(tert-butoxycarbonylamino)((4R)-2-phenyl-1,3-dioxolan-4-yl)methyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: diisobutylaluminium hydride / dichloromethane / 1.5 h / 0 - 20 °C

2: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 3 h / -25 °C / Molecular sieve

3: sodium azide; ammonium chloride / tetrahydrofuran; water / 12 h / 50 °C

4: triphenylphosphine / tetrahydrofuran; water / 3 h / 20 °C

5: sodium hydrogencarbonate / tetrahydrofuran; water / 4 h / 20 °C

6: toluene-4-sulfonic acid / dichloromethane / 3 h / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; diisobutylaluminium hydride; sodium hydrogencarbonate; ammonium chloride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 2: Sharpless epoxidation;
DOI:10.1016/j.tetlet.2011.07.035