2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide

Base Information

Chemical Name:2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide
CAS No.:914983-69-0
Molecular Formula:C₂₂H₁₉F₃N₂O₆S
Molecular Weight:496.464
Hs Code.:

Synonyms:2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide

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Chemical Property of 2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide

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Technology Process of 2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide

There total 10 articles about 2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide 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: 100.0%

: 914983-68-9
(2,5-di-O-benzoyl-3-deoxy-3-trifluoroacetamido-β-D-xylofuranosyl)cyanide

: 914983-69-0
2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide

Guidance literature:: With pyridine; hydrogen sulfide; at 20 ℃; for 4h;
DOI:10.1016/j.ejmech.2019.111712

Reference yield:

: 228399-13-1
2,5-anhydro-4-azido-3,6-di-O-benzoyl-4-deoxy-D-gulose ethylene acetal

: 914983-69-0
2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide

Guidance literature:: Multi-step reaction with 6 steps

1: H₂; CHCl₃ / Pd/C / ethanol / 24 h / 20 °C

2: pyridine / CH₂Cl₂ / 72 h / 4 °C

3: aq. HCl; TFA / 72 h / 4 °C

4: NH₂OH*HCl; NaOAc / ethanol / 2 h / 20 °C

5: 59 percent / mesyl chloride; pyridine / 144 h / -18 °C

6: 99 percent / H₂S; pyridine / 4 h / 20 °C

With pyridine; hydrogenchloride; chloroform; hydrogen sulfide; hydroxylamine hydrochloride; hydrogen; sodium acetate; methanesulfonyl chloride; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2006.07.086

Reference yield:

: Methanesulfonic acid (1R,2R,4R,5R)-4-[1,3]dioxolan-2-yl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethyl ester

: 914983-69-0
2,5-anhydro-3,6-di-O-benzoyl-4-deoxy-4-trifluoroacetamido-D-gulono-thioamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaN₃ / dimethylsulfoxide / 26 h / 108 - 112 °C

1.2: 23 percent / pyridine / 24 h / 20 °C

2.1: H₂; CHCl₃ / Pd/C / ethanol / 24 h / 20 °C

3.1: pyridine / CH₂Cl₂ / 72 h / 4 °C

4.1: aq. HCl; TFA / 72 h / 4 °C

5.1: NH₂OH*HCl; NaOAc / ethanol / 2 h / 20 °C

6.1: 59 percent / mesyl chloride; pyridine / 144 h / -18 °C

7.1: 99 percent / H₂S; pyridine / 4 h / 20 °C

With pyridine; hydrogenchloride; sodium azide; chloroform; hydrogen sulfide; hydroxylamine hydrochloride; hydrogen; sodium acetate; methanesulfonyl chloride; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2006.07.086