methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate

Base Information

• Chemical Name: methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate
• CAS No.: 586953-77-7
• Molecular Formula: C₂₁H₂₆O₄Se
• Molecular Weight: 421.395
• Mol file: 586953-77-7.mol

Synonyms:methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate

Chemical Property of methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate

There total 1 articles about methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate 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: 31.0%

N-phenylselanylphthalimide (71098-88-9) + (R,R)-2,3-butandiol (24347-58-8) + (E)-methyl 4-phenylbut-3-enoate (91083-82-8,24891-74-5,34541-74-7) → methyl (3S,4R)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate (586953-81-3) + methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate (586953-77-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0957-4166(03)00124-1

Reference yield: 73.0%

methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate (586953-77-7) → methyl (2E,4R)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenylbut-2-enoate

Guidance literature:

With dihydrogen peroxide; In dichloromethane; at 20 ℃;

DOI:10.1016/S0957-4166(03)00124-1

Reference yield:

methyl (3R,4S)-4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-4-phenyl-3-(phenylseleno)butanoate (586953-77-7) → methyl [(2S,3S,5R,6R)-5,6-dimethyl-3-phenyl-1,4-dioxan-2-yl]acetate

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / aq. H₂O₂ / CH₂Cl₂ / 20 °C

2: 30 percent / NaH / tetrahydrofuran / 0 °C

With dihydrogen peroxide; sodium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0957-4166(03)00124-1

upstream raw materials:

N-phenylselanylphthalimide

(R,R)-2,3-butandiol

(E)-methyl 4-phenylbut-3-enoate