L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)

Base Information

• Chemical Name: L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)
• CAS No.: 951382-34-6
• Molecular Formula: C21H21FO5S.C5H9NO2
• Molecular Weight: 519.591
• Mol file: 951382-34-6.mol

Synonyms:L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1);l-prolinecompd

Chemical Property of L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)

Chemical Property:

• PSA: 167.72000
• LogP: 2.29790

Purity/Quality:

97% ^*data from raw suppliers

L-prolinecompoundwith(2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol(1:1) 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)

There total 14 articles about L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1) 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: 99.0%

(2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (761423-87-4) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → Ipragliflozin L-proline (951382-34-6)

Guidance literature:

In dichloromethane; at 35 ℃; for 3h;

Reference yield:

2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene (1034305-17-3) → Ipragliflozin L-proline (951382-34-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / toluene; dibutyl ether / 3 h / -20 °C

1.2: 1 h / 0 °C

1.3: 3 h / 100 °C

2.1: sodium methylate; methanol / 3 h / 65 °C

3.1: ethanol; water / 0.5 h / 100 °C

With methanol; n-butyllithium; sodium methylate; In ethanol; dibutyl ether; water; toluene;

DOI:10.3762/bjoc.13.105

Reference yield:

2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide (81058-27-7) → Ipragliflozin L-proline (951382-34-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / toluene; dibutyl ether / 3 h / -20 °C

1.2: 1 h / 0 °C

1.3: 3 h / 100 °C

2.1: sodium methylate; methanol / 3 h / 65 °C

3.1: ethanol; water / 0.5 h / 100 °C

With methanol; n-butyllithium; sodium methylate; In ethanol; dibutyl ether; water; toluene;

DOI:10.3762/bjoc.13.105

upstream raw materials:

(2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

L-proline

2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide

2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene