phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside

Base Information

• Chemical Name: phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside
• CAS No.: 200726-73-4
• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.331
• Mol file: 200726-73-4.mol

Synonyms:phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside

Chemical Property of phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside

There total 5 articles about phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside 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: 82.0%

1,1'-carbonyldiimidazole (530-62-1) + phenylmethyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside (200726-70-1) → phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside (200726-73-4)

Guidance literature:

In 1,2-dichloro-ethane; Heating;

DOI:10.1016/S0960-894X(99)00329-7

Reference yield:

(+)-6-deoxy-5-C,4-O-dimethyl-L-xylo-hexopyranose (107739-83-3) → phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside (200726-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / HCl (g) / Ambient temperature

2: 82 percent / 1,2-dichloro-ethane / Heating

With hydrogenchloride; In 1,2-dichloro-ethane;

DOI:10.1016/S0960-894X(99)00329-7

Reference yield:

L-lyxo-O2,O3-isopropylidene-5,O4-dimethyl-6-deoxy-hexonic acid-lactone (264891-36-3) → phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside (200726-73-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / DIBAH / tetrahydrofuran / 0 °C

2: 95 percent / aq. H₂SO₄ / 65 °C

3: 90 percent / HCl (g) / Ambient temperature

4: 82 percent / 1,2-dichloro-ethane / Heating

With hydrogenchloride; sulfuric acid; diisobutylaluminium hydride; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1016/S0960-894X(99)00329-7

upstream raw materials:

1,1'-carbonyldiimidazole

phenylmethyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside

(+)-6-deoxy-5-C,4-O-dimethyl-L-xylo-hexopyranose

L-lyxo-O²,O³-isopropylidene-5,O⁴-dimethyl-6-deoxy-hexonic acid-lactone

Downstream raw materials:

3-(5-methyl-1-H-pyrrole-2-carboxylate) of phenylmethyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside

5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-3-methoxy-2,2-dimethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester