5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal

Base Information

Chemical Name:5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal
CAS No.:264234-47-1
Molecular Formula:C₂₀H₃₁NO₉S
Molecular Weight:461.533
Hs Code.:

Synonyms:5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal

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Chemical Property of 5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal

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Technology Process of 5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal

There total 5 articles about 5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal 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%

: 124-63-0
methanesulfonyl chloride

: 264234-46-0
5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-5,6-dideoxy-D-fucose dimethylacetal

: 264234-47-1
5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal

Guidance literature:: With triethylamine; In dichloromethane; at -10 ℃; for 1h;
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

: 264234-47-1
5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal

Guidance literature:: Multi-step reaction with 4 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

With sodium hydroxide; Amberlyst-15 (H⁺); hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; water; 1: Substitution / 2: Catalytic hydrogenation / 3: Substitution / 4: Substitution;
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

: 264234-47-1
5-(benzyloxycarbonylamino)-3,4-O-isopropylidene-2-O-methanesulfonyl-5,6-dideoxy-D-fucose dimethylacetal

Guidance literature:: Multi-step reaction with 3 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

With sodium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; water; 1: Catalytic hydrogenation / 2: Substitution / 3: Substitution;
DOI:10.1016/S0040-4020(99)01078-9