(S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine

Base Information

• Chemical Name: (S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine
• CAS No.: 213686-76-1
• Molecular Formula: C₂₅H₃₅NO₄
• Molecular Weight: 413.557
• Mol file: 213686-76-1.mol

Synonyms:(S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine

Chemical Property of (S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine

There total 6 articles about (S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine 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: 52.0%

(+)-N-<(αS)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydryl>-4-methylbenzenesulfonamide (213686-67-0) → (S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine (213686-76-1)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; at -78 ℃; for 0.75h;

DOI:10.1002/(SICI)1099-0690(199902)1999:2<503::AID-EJOC503>3.0.CO;2-I

Reference yield:

N-<(αR and αS)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydryl>-4-methoxyaniline → (R)-(-)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine (213595-53-0) + (S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine (213686-76-1)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 3h;

DOI:10.1246/cl.1998.799

Reference yield:

phenyl N-tosyl imine (51608-60-7) → (S)-(+)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydrylamine (213686-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1.) hexane, THF, -100 deg C, 15 min, 2.) THF, -85 to -100 deg C, 6 h

2: 52 percent / Na, liquid ammonia / tetrahydrofuran / 0.75 h / -78 °C

With n-butyllithium; ammonia; sodium; In tetrahydrofuran;

DOI:10.1002/(SICI)1099-0690(199902)1999:2<503::AID-EJOC503>3.0.CO;2-I

upstream raw materials:

(+)-N-<(αS)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydryl>-4-methylbenzenesulfonamide

phenyl N-tosyl imine

(4R,5R)-2-(2-Bromo-benzyl)-4,5-bis-(1-methoxy-1-methyl-ethyl)-[1,3]dioxolane

(diethoxymethyl)benzene

Downstream raw materials:

(+)-benzyl N-<(αS)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydryl>carbamat