(2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester

Base Information

• Chemical Name: (2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester
• CAS No.: 911705-65-2
• Molecular Formula: C₃₄H₄₄N₂O₉S₂
• Molecular Weight: 688.863
• Mol file: 911705-65-2.mol

Synonyms:(2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester

Chemical Property of (2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester

There total 11 articles about (2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester 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:

[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-methanol (911705-36-7) + methanesulfonyl chloride (124-63-0) → (2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester (911705-65-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

(S)-1-(4-methoxy-phenyl)-4-trifluoromethanesulfonyloxy-1,2,3,6-tetrahydropyridine-2-carboxylic acid ethyl ester (911705-05-0) → (2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester (911705-65-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; ethanol; water / 3 - 6 h / 75 °C

2.1: borane-THF / tetrahydrofuran / 2 - 6 h / 40 °C

3.1: trifluorormethanesulfonic acid / dichloromethane / 3 h / -30 - 0 °C

4.1: ammonium cerium(IV) nitrate; water / acetonitrile / 0.5 h / 0 °C

5.1: borane-THF / tetrahydrofuran / 2 - 8 h / 50 °C

6.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

7.2: 0 - 20 °C

8.1: triethylamine / dichloromethane / 1 h / 0 °C

With dmap; lithium aluminium tetrahydride; borane-THF; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; water; sodium carbonate; triethylamine; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

4-methoxyphenylboronic acid (5720-07-0) → (2S,4R,5R)-methanesulfonic acid 4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester (911705-65-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; ethanol; water / 3 - 6 h / 75 °C

2.1: borane-THF / tetrahydrofuran / 2 - 6 h / 40 °C

3.1: trifluorormethanesulfonic acid / dichloromethane / 3 h / -30 - 0 °C

4.1: ammonium cerium(IV) nitrate; water / acetonitrile / 0.5 h / 0 °C

5.1: borane-THF / tetrahydrofuran / 2 - 8 h / 50 °C

6.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

7.2: 0 - 20 °C

8.1: triethylamine / dichloromethane / 1 h / 0 °C

With dmap; lithium aluminium tetrahydride; borane-THF; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; water; sodium carbonate; triethylamine; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetonitrile;

upstream raw materials:

[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-methanol

methanesulfonyl chloride

(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-piperidine-2-carboxylic acid ethyl ester

6-hydroxymethyl-4-(3-methoxy-propyl)-4H-benzo[1,4]oxazin-3-one

Downstream raw materials:

[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-acetonitrile

6-[(3R,4R,6S)-4-(4-methoxy-phenyl)-6-phenoxymethyl-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

(R,S)-1-[(2R,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-propan-2-one