4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)phenyl 4-methylbenzenesulfonate

Base Information

Chemical Name:4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)phenyl 4-methylbenzenesulfonate
CAS No.:1334227-90-5
Molecular Formula:C₂₈H₃₃NO₇S
Molecular Weight:527.639
Hs Code.:

Synonyms:4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)phenyl 4-methylbenzenesulfonate

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

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Chemical Property of 4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)phenyl 4-methylbenzenesulfonate

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Technology Process of 4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)phenyl 4-methylbenzenesulfonate

There total 10 articles about 4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)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: 80.0%

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

: 1334227-90-5
4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2011.07.035

Reference yield:

: C₁₆H₁₆O₄S

: 1334227-90-5
4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

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

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

6: diisobutylaluminium hydride / 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; 1: Sharpless epoxidation;
DOI:10.1016/j.tetlet.2011.07.035

Reference yield:

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

: 1334227-90-5
4-((1R,2R)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-3-hydroxypropyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 5 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

5: diisobutylaluminium hydride / dichloromethane / 3 h / 0 - 20 °C

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