3,4-Pyrrolidinediol, 2-[4-(hydroxymethyl)-5-methyl-2-furanyl]-, (2R,3S,4R)- (9CI)

Base Information

Chemical Name:3,4-Pyrrolidinediol, 2-[4-(hydroxymethyl)-5-methyl-2-furanyl]-, (2R,3S,4R)- (9CI)
CAS No.:385766-45-0
Molecular Formula:C₁₀H₁₅NO₄
Molecular Weight:213.233
Hs Code.:
Mol file:385766-45-0.mol

Synonyms:3,4-Pyrrolidinediol, 2-[4-(hydroxymethyl)-5-methyl-2-furanyl]-, (2R,3S,4R)- (9CI)

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Chemical Property of 3,4-Pyrrolidinediol, 2-[4-(hydroxymethyl)-5-methyl-2-furanyl]-, (2R,3S,4R)- (9CI)

Chemical Property:

PSA：85.86000
LogP:-0.22480

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of 3,4-Pyrrolidinediol, 2-[4-(hydroxymethyl)-5-methyl-2-furanyl]-, (2R,3S,4R)- (9CI)

There total 7 articles about 3,4-Pyrrolidinediol, 2-[4-(hydroxymethyl)-5-methyl-2-furanyl]-, (2R,3S,4R)- (9CI) 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: 90.0%

: 385766-40-5
ethyl 5-[(2R,3S,4R)-3,4-dihydroxypyrrolidin-2-yl]-2-methylfuran-3-carboxylate

: 385766-45-0
(2R,3S,4R)-2-[4-(hydroxymethyl)-5-methylfuran-2-yl]pyrrolidine-3,4-diol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1016/S0960-894X(01)00497-8

Reference yield:

: 3351-43-7
ethyl 2-methyl-5-(D-arabino-tetritol-1-yl)furan-3-carboxylate

: 385766-45-0
(2R,3S,4R)-2-[4-(hydroxymethyl)-5-methylfuran-2-yl]pyrrolidine-3,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 57 percent / pyridine / 2 h / -15 °C

2: N-chlorosuccinimide; Me₂S / CH₂Cl₂ / -20 - 5 °C

3: 141 mg / 4 h / 20 °C

4: 98 percent / H₂ / Pd/C / methanol / 1.5 h

5: 90 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 20 °C

With N-chloro-succinimide; lithium aluminium tetrahydride; dimethylsulfide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1002/hlca.200390152

Reference yield:

: 385766-38-1
ethyl 2-methyl-5-[4-O-(4-methylphenylsulfonyl)-D-arabino-tetritol-1-yl]furan-3-carboxylate

: 385766-45-0
(2R,3S,4R)-2-[4-(hydroxymethyl)-5-methylfuran-2-yl]pyrrolidine-3,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1: N-chlorosuccinimide; Me₂S / CH₂Cl₂ / -20 - 5 °C

2: 141 mg / 4 h / 20 °C

3: 98 percent / H₂ / Pd/C / methanol / 1.5 h

4: 90 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 20 °C

With N-chloro-succinimide; lithium aluminium tetrahydride; dimethylsulfide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/hlca.200390152