(3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate
• CAS No.: 1367074-79-0
• Molecular Formula: C₃₅H₅₂N₄O₈
• Molecular Weight: 656.82
• Mol file: 1367074-79-0.mol

Synonyms:(3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate

Chemical Property of (3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate

There total 4 articles about (3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate 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: 55.0%

(3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-oxoethoxy)pyrrolidine-1-carboxylate (1367074-76-7) + o-hydroxyphenylmethylamine hydrochloride (61626-91-3) → (3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate (1367074-79-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.01.037

Reference yield: 55.0%

→ (3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate (1367074-79-0)

Guidance literature:

Reference yield:

(3S,4S)-tert-butyl 3-{{6-[bis(tert-butoxycarbonyl)amino]-4-methylpyridin-2-yl}methyl}-4-hydroxypyrrolidine-1-carboxylate (1367074-74-5) → (3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-(2-hydroxybenzylamino)ethoxy)pyrrolidine-1-carboxylate (1367074-79-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 5 h / 45 °C / Inert atmosphere

2.1: ozone / dichloromethane / 0.67 h / -78 °C

2.2: 2 h / -78 - 20 °C

3.1: sodium tris(acetoxy)borohydride; triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium tris(acetoxy)borohydride; ozone; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2012.01.037

upstream raw materials:

(3S,4S)-tert-butyl 3-{{6-[bis(tert-butoxycarbonyl)amino]-4-methylpyridin-2-yl}methyl}-4-hydroxypyrrolidine-1-carboxylate

(3S,4S)-tert-butyl 3-(allyloxy)-4-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)pyrrolidine-1-carboxylate

(3S,4S)-tert-butyl 3-((6-(bis(tert-butoxycarbonyl)amino)-4-methylpyridin-2-yl)methyl)-4-(2-oxoethoxy)pyrrolidine-1-carboxylate

o-hydroxyphenylmethylamine hydrochloride

Downstream raw materials:

2-((2-((3S,4S)-4-((6-amino-4-methylpyridin-2-yl)methyl)-pyrrolidin-3-yloxy)ethylamino)methyl)phenol