3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde

Base Information

• Chemical Name: 3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde
• CAS No.: 131749-73-0
• Molecular Formula: C₄₄H₄₆O₈
• Molecular Weight: 702.844
• Mol file: 131749-73-0.mol

Synonyms:

Chemical Property of 3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde

There total 6 articles about 3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde 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:

3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde 1,1-diethyl acetal (131749-72-9) → 3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde (131749-73-0)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; Heating;

DOI:10.1016/0031-9422(90)85276-L

Reference yield:

laminaribiose (584-30-5,2152-85-4,2495-70-7,7313-98-6,15038-73-0,16741-21-2,23745-85-9,29478-44-2,33799-30-3,47307-02-8,50499-34-8,50499-35-9,52485-08-2,52485-09-3,52485-10-6,52485-11-7,55058-42-9,71630-16-5,72597-54-7,72597-55-8,72597-57-0,79952-48-0,79952-49-1,93221-80-8,93221-86-4,100430-40-8,103302-12-1,109432-03-3,122291-87-6,123050-23-7,127912-26-9,149342-88-1,150447-75-9) → 3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde (131749-73-0)

Guidance literature:

Multi-step reaction with 6 steps

1: Pb(OAc)4 / H₂O; acetic acid / 2 h / Ambient temperature

2: NaBH₄ / H₂O / 12 h

3: 470 mg / Pb(OAc)4 / H₂O; acetic acid / 2 h / Ambient temperature

4: 470 mg / p-toluenesulphonic acid / ethanol / Ambient temperature

5: 1.) NaH / 1.) DMF, r.t., 2.) 0 deg C to r.t.

6: 368 mg / p-toluenesulphonic acid / acetone / Heating

With lead(IV) acetate; sodium tetrahydroborate; sodium hydride; toluene-4-sulfonic acid; In ethanol; water; acetic acid; acetone;

DOI:10.1016/0031-9422(90)85276-L

Reference yield:

2-O-β-D-glucopyranosyl-D-arabinitol (10159-52-1,47167-12-4,63526-06-7,91326-42-0,91326-43-1,106861-36-3,131831-30-6,147384-63-2) → 3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde (131749-73-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 470 mg / Pb(OAc)4 / H₂O; acetic acid / 2 h / Ambient temperature

2: 470 mg / p-toluenesulphonic acid / ethanol / Ambient temperature

3: 1.) NaH / 1.) DMF, r.t., 2.) 0 deg C to r.t.

4: 368 mg / p-toluenesulphonic acid / acetone / Heating

With lead(IV) acetate; sodium hydride; toluene-4-sulfonic acid; In ethanol; water; acetic acid; acetone;

DOI:10.1016/0031-9422(90)85276-L

upstream raw materials:

3-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-D-glyceraldehyde 1,1-diethyl acetal

laminaribiose

2-O-β-D-glucopyranosyl-D-arabinitol

2-O-β-D-glucopyranosyl-D-arabinose

Downstream raw materials:

1-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

3-O-acetyl-1-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

(2R)-1-O-acetyl-2-O-(β-D-glucopyranosyl)glycerol