(2S,3S)-1,2,4-Tri-O-benzylthreitol

Base Information

• Chemical Name: (2S,3S)-1,2,4-Tri-O-benzylthreitol
• CAS No.: 101703-57-5
• Molecular Formula: C₂₅H₂₈O₄
• Molecular Weight: 392.495
• Mol file: 101703-57-5.mol

Synonyms:(2S,3S)-1,2,4-Tri-O-benzylthreitol

Chemical Property of (2S,3S)-1,2,4-Tri-O-benzylthreitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-1,2,4-Tri-O-benzylthreitol

There total 9 articles about (2S,3S)-1,2,4-Tri-O-benzylthreitol 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: 97.0%

(4S,5S)-4,5-bis(benzyloxymethyl)-2-phenyl-1,3-dioxolane (65310-36-3) → (2S,3S)-1,2,4-Tri-O-benzylthreitol (101703-57-5)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 0 ℃; for 3.5h;

DOI:10.1055/s-1986-31788

Reference yield:

2,3,5-tri-O-benzyl-L-xylose (16838-89-4,17073-88-0,60933-68-8,60933-69-9,73068-66-3,89361-52-4,89615-42-9,89615-45-2,96192-07-3) → (2S,3S)-1,2,4-Tri-O-benzylthreitol (101703-57-5)

Guidance literature:

Multi-step reaction with 5 steps

1: HCl,MgSO₄ / 1 h / 0 °C

2: pyridine / Ambient temperature

3: 100 percent / HgCl₂, CdCO₃ / H₂O; acetone / Ambient temperature

4: (Ph₃P)3RhCl / acetonitrile / 2 h / Heating

5: NaOMe / methanol / 0.33 h / Heating

With hydrogenchloride; cadmium(II) carbonate; sodium methylate; magnesium sulfate; mercury dichloride; Wilkinson's catalyst; In pyridine; methanol; water; acetone; acetonitrile;

DOI:10.1016/S0040-4039(00)98714-8

Reference yield:

(2S,3R,4S)-1,3,4-Tris-benzyloxy-5,5-bis-ethylsulfanyl-pentan-2-ol (101703-54-2) → (2S,3S)-1,2,4-Tri-O-benzylthreitol (101703-57-5)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / Ambient temperature

2: 100 percent / HgCl₂, CdCO₃ / H₂O; acetone / Ambient temperature

3: (Ph₃P)3RhCl / acetonitrile / 2 h / Heating

4: NaOMe / methanol / 0.33 h / Heating

With cadmium(II) carbonate; sodium methylate; mercury dichloride; Wilkinson's catalyst; In pyridine; methanol; water; acetone; acetonitrile;

DOI:10.1016/S0040-4039(00)98714-8

upstream raw materials:

Benzoic acid (1S,2S)-2,3-bis-benzyloxy-1-benzyloxymethyl-propyl ester

(4S,5S)-4,5-bis(benzyloxymethyl)-2-phenyl-1,3-dioxolane

benzyl bromide

(4R,5R)-2-Phenyl-1,3-dioxolan-4,5-dicarbonsaeure-diethylester

Downstream raw materials:

C₂₆H₂₉ClO₄

9-((1S,2S)-2,3-Bis-benzyloxy-1-benzyloxymethyl-propoxymethyl)-6-chloro-9H-purin-2-ylamine

2-Amino-9-((1S,2S)-2,3-bis-benzyloxy-1-benzyloxymethyl-propoxymethyl)-1,9-dihydro-purin-6-one