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

Base Information

• Chemical Name: 3-(5-methyl-1-H-pyrrole-2-carboxylate) of phenylmethyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside
• CAS No.: 200726-75-6
• Molecular Formula: C₂₁H₂₇NO₆
• Molecular Weight: 389.448
• Mol file: 200726-75-6.mol

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

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

There total 6 articles about 3-(5-methyl-1-H-pyrrole-2-carboxylate) of phenylmethyl-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: 49.0%

2-methyl-1H-pyrrole (636-41-9) + phenylmethyl-2,3-O-carbonyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside (200726-73-4) → 3-(5-methyl-1-H-pyrrole-2-carboxylate) of phenylmethyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside (200726-75-6)

Guidance literature:

With methylmagnesium bromide; In toluene; at 0 ℃;

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

Reference yield:

(+)-6-deoxy-5-C,4-O-dimethyl-L-xylo-hexopyranose (107739-83-3) → 3-(5-methyl-1-H-pyrrole-2-carboxylate) of phenylmethyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside (200726-75-6)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 49 percent / MeMgBr / toluene / 0 °C

With hydrogenchloride; methylmagnesium bromide; In 1,2-dichloro-ethane; toluene;

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) → 3-(5-methyl-1-H-pyrrole-2-carboxylate) of phenylmethyl-6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranoside (200726-75-6)

Guidance literature:

Multi-step reaction with 5 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

5: 49 percent / MeMgBr / toluene / 0 °C

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

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

upstream raw materials:

2-methyl-1H-pyrrole

phenylmethyl-2,3-O-carbonyl-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:

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

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