(2S,3S,4R)-2-[(1S)-1,2-dihydroxyethyl]pyrrolidine-3,4-diol

Base Information

• Chemical Name: (2S,3S,4R)-2-[(1S)-1,2-dihydroxyethyl]pyrrolidine-3,4-diol
• CAS No.: 115509-95-0
• Molecular Formula: C₆H₁₃NO₄
• Molecular Weight: 163.174
• Mol file: 115509-95-0.mol

Synonyms:3,4-Pyrrolidinediol,2-(1,2-dihydroxyethyl)-, [2S-[2a(R*),3b,4b]]-; 1,4-Dideoxy-1,4-imino-D-talitol

Chemical Property of (2S,3S,4R)-2-[(1S)-1,2-dihydroxyethyl]pyrrolidine-3,4-diol

Chemical Property:

• Vapor Pressure: 6.21E-10mmHg at 25°C
• Boiling Point: 448.6°Cat760mmHg
• Flash Point: 258°C
• Density: 1.492g/cm³

Purity/Quality:

Safty Information:

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MSDS Files:

SDS file from LookChem

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Technology Process of (2S,3S,4R)-2-[(1S)-1,2-dihydroxyethyl]pyrrolidine-3,4-diol

There total 25 articles about (2S,3S,4R)-2-[(1S)-1,2-dihydroxyethyl]pyrrolidine-3,4-diol 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: 81.0%

benzyl (2S,3S,4R)-3,4-bis(benzyloxy)-2-[(S)-1,2-dihydroxyethyl]pyrrolidine-1-carboxylate → (2S,3S,4R,1'S)-3,4-dihydroxy-2-1',2'-dihydroxyethylpyrrolidine (115509-95-0)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; trifluoroacetic acid; In methanol; at 20 ℃; for 4h;

DOI:10.1055/s-0034-1378452

Reference yield: 81.0%

(2S,3S,4R)-2-[(S)-1,2-dihydroxyethyl]pyrrolidine-3,4-diol → (2S,3S,4R,1'S)-3,4-dihydroxy-2-1',2'-dihydroxyethylpyrrolidine (115509-95-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 24h;

DOI:10.1039/c6ob00531d

Reference yield:

1,4-Dideoxy-2,3:5,6-di-O-isopropylidene-1,4-imino-D-talitol (117781-05-2) → (2S,3S,4R,1'S)-3,4-dihydroxy-2-1',2'-dihydroxyethylpyrrolidine (115509-95-0)

Guidance literature:

With hydrogenchloride; for 18h; Yield given; Ambient temperature;

upstream raw materials:

1,4-Dideoxy-2,3:5,6-di-O-isopropylidene-1,4-imino-D-talitol

(1R,5S,6S,4'S)-7-benzyloxycarbonyl-3,3-dimethyl-6-4'-2',2'-dimethyl-1',3'-dioxanyl-2,4-dioxa-7-azabicyclo<3.3.0>octane

N-(tert-butoxycarbonyl)-1,4-dideoxy-1,4-imino-5,6-O-isopropylidene-D-talitol

(3R,4S)-N-(tert-butoxycarbonyl)-N-(prop-1-enyl)-4,5-O-isopropylidene-4,5-dihydroxypent-1-en-3-amide

Downstream raw materials:

(3aS,4R,6aR)-4-Formyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid benzyl ester

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