1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol

Base Information

• Chemical Name: 1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol
• CAS No.: 93836-33-0
• Molecular Formula: C₃₃H₂₈O₈
• Molecular Weight: 552.581
• Mol file: 93836-33-0.mol

Synonyms:

Chemical Property of 1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol

There total 6 articles about 1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol 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: 75.0%

benzoyl chloride (98-88-4) + (2S,3S)-2-methylbutane-1,2,3,4-tetraol (42933-13-1,58698-37-6,77646-71-0,93921-83-6,93921-84-7) → 1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol (93836-33-0)

Guidance literature:

With pyridine; for 12h; Ambient temperature;

DOI:10.1016/0008-6215(84)85201-5

Reference yield:

(-)-(3aR,6S,6aR)-6-hydroxymethyl-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (14048-35-2) → 1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol (93836-33-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / pyridine / 25 °C

2: 85 percent / LiAlH₄ / diethyl ether; various solvent(s) / 20 h / Heating

3: 86 percent / 90 percent trifluoroacetic acid / 12 h / Ambient temperature

4: 80 percent / NaBH₄ / H₂O / 24 h / Ambient temperature

5: 75 percent / pyridine / 12 h / Ambient temperature

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; trifluoroacetic acid; In diethyl ether; water;

DOI:10.1016/0008-6215(84)85201-5

Reference yield:

1,2-O-isopropylidene-3-C-methyl-β-L-threo-tetrofuranose (25018-73-9,32445-82-2) → 1,2,3,4-tetra-O-benzoyl-3-C-methyl-L-threitol (93836-33-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / 90 percent trifluoroacetic acid / 12 h / Ambient temperature

2: 80 percent / NaBH₄ / H₂O / 24 h / Ambient temperature

3: 75 percent / pyridine / 12 h / Ambient temperature

With pyridine; sodium tetrahydroborate; trifluoroacetic acid; In water;

DOI:10.1016/0008-6215(84)85201-5

upstream raw materials:

benzoyl chloride

(2S,3S)-2-methylbutane-1,2,3,4-tetraol

(-)-(3aR,6S,6aR)-6-hydroxymethyl-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

1,2-O-isopropylidene-3-C-methyl-β-L-threo-tetrofuranose

Refernces