2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol

Base Information

Chemical Name:2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol
CAS No.:264234-49-3
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

Synonyms:2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol

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Chemical Property of 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol

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Technology Process of 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol

There total 8 articles about 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol 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:

: 264234-48-2
2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talose

: 264234-49-3
2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃;
DOI:10.1016/S0040-4020(99)01078-9

Reference yield:

: 173933-53-4
(3R,4S,5S,6R)-6-Dimethoxymethyl-4,5-dihydroxy-3-methyl-[1,2]oxazinane-2-carboxylic acid benzyl ester

: 264234-49-3
2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol

Guidance literature:: Multi-step reaction with 7 steps

1: 67 percent / Amberlyst-15 (H⁺) / 5 h / 45 °C

2: 100 percent / H₂ / Pd/C / ethanol / 14 h / 50 °C

3: 1.68 g / NaOH / H₂O / 4.5 h / 20 °C

4: 100 percent / Et₃N / CH₂Cl₂ / 1 h / -10 °C

5: 1.17 g / NaOH / ethanol; H₂O / 14 h / 80 °C

6: Amberlyst-15 (H⁺) / acetone / 17.5 h / 40 °C

7: 0.58 g / NaBH₄ / methanol / 20 °C

With sodium hydroxide; sodium tetrahydroborate; Amberlyst-15 (H⁺); hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; acetone; 1: Substitution / 2: Catalytic hydrogenation / 3: Substitution / 4: Substitution / 5: Cyclization / 6: Acetal removing / 7: Reduction;
DOI:10.1016/S0040-4020(99)01078-9

Reference yield:

: 264234-38-0
benzyl (3R)-c-4,c-5-isopropylidenedioxy-c-6-dimethoxymethyl-r-3-methyl-1,2-oxazane-2-carboxylate

: 264234-49-3
2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-talitol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂ / Pd/C / ethanol / 14 h / 50 °C

2: 1.68 g / NaOH / H₂O / 4.5 h / 20 °C

3: 100 percent / Et₃N / CH₂Cl₂ / 1 h / -10 °C

4: 1.17 g / NaOH / ethanol; H₂O / 14 h / 80 °C

5: Amberlyst-15 (H⁺) / acetone / 17.5 h / 40 °C

6: 0.58 g / NaBH₄ / methanol / 20 °C

With sodium hydroxide; sodium tetrahydroborate; Amberlyst-15 (H⁺); hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; acetone; 1: Catalytic hydrogenation / 2: Substitution / 3: Substitution / 4: Cyclization / 5: Acetal removing / 6: Reduction;
DOI:10.1016/S0040-4020(99)01078-9