(3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

Base Information

Chemical Name:(3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate
CAS No.:1382800-20-5
Molecular Formula:C₂₉H₂₈F₂N₂O₇S
Molecular Weight:586.613
Hs Code.:

Synonyms:(3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

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Chemical Property of (3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

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Technology Process of (3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

There total 9 articles about (3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate 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:

: 1382800-18-1
(3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonylamino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

: 106-96-7
propargyl bromide

: 1382800-20-5
(3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 1382800-14-7
(3aR,5R,6S,7R,7aR)-2-(allyl(tertbutoxycarbonyl)amino)-5-((tert-butyldimethylsilyloxy)methyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

: 1382800-20-5
(3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: acetyl chloride / methanol / 3 h / 20 °C

2: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

3: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C

4: triethylamine; formic acid / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 10 - 60 °C / Inert atmosphere

5: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With formic acid; diethylamino-sulfur trifluoride; potassium carbonate; Dess-Martin periodane; triethylamine; acetyl chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1382799-98-5
(3aR,5R,6S,7R,7aR)-2-(allyl(tert-butoxycarbonyl)amino)-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

: 1382800-20-5
(3aR,5S,6S,7R,7aR)-2-(tert-butoxycarbonyl(prop-2-ynyl)amino)-5-(difluoromethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl dibenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

2: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C

3: triethylamine; formic acid / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 10 - 60 °C / Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With formic acid; diethylamino-sulfur trifluoride; potassium carbonate; Dess-Martin periodane; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;