(2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropionic acid dicyclohexylamine salt

Base Information

• Chemical Name: (2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropionic acid dicyclohexylamine salt
• CAS No.: 1369427-40-6
• Molecular Formula: C₁₂H₂₃N*C₁₄H₂₅NO₅
• Molecular Weight: 468.678
• Mol file: 1369427-40-6.mol

Synonyms:

Chemical Property of (2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropionic acid dicyclohexylamine salt

Chemical Property:

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropionic acid dicyclohexylamine salt

There total 7 articles about (2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropionic acid dicyclohexylamine salt 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: 34.1%

N-Boc-(2R,3R,4S)-dolaproine (120205-50-7) + N-cyclohexyl-cyclohexanamine (101-83-7) → (2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropionic acid dicyclohexylamine salt (1369427-40-6)

Guidance literature:

With oxygen; In Isopropyl acetate; at 50 - 60 ℃;

Reference yield:

Boc-L-Pro-H (69610-41-9,117625-90-8) → (2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropionic acid dicyclohexylamine salt (1369427-40-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: chloro-trimethyl-silane; zinc / tetrahydrofuran / 0.42 h / 30 - 50 °C

1.2: 30 °C

2.1: oxygen; lithium hexamethyldisilazane / tetrahydrofuran / -5 - 0 °C

3.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran / 0 - 5 °C

3.2: 20 °C

4.1: oxygen / Isopropyl acetate / 50 - 60 °C

With chloro-trimethyl-silane; lithium hydroxide monohydrate; dihydrogen peroxide; oxygen; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; Isopropyl acetate; 1.1: |Reformatsky-Blaise Zinc Alkylation / 1.2: |Reformatsky-Blaise Zinc Alkylation;

Reference yield:

(S)-tert-butyl 2-((1R,2R)-1-hydroxy-2-methyl-3-oxo-3-(4-oxospiro[2H-1,3-benzoxazine-2,1'-cyclohexyl]-3(4H)-yl)propyl)pyrrole-1-carbonate → (2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropionic acid dicyclohexylamine salt (1369427-40-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxygen; sodium hydride / 2-methyltetrahydrofuran / 15 - 25 °C

2.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran / 0 - 5 °C

2.2: 20 °C

3.1: oxygen / Isopropyl acetate / 50 - 60 °C

With lithium hydroxide monohydrate; dihydrogen peroxide; oxygen; sodium hydride; In tetrahydrofuran; 2-methyltetrahydrofuran; Isopropyl acetate;

upstream raw materials:

N-Boc-(2R,3R,4S)-dolaproine

N-cyclohexyl-cyclohexanamine

Boc-L-Pro-H

(4R,5S,2'R,3'R,2S)-3-[3'-(N-tert-butoxycarbonyl-2-pyrrolidinyl)-3'-methoxy-2'-methylpropanoyl]-4-methyl-5-phenyl-2-oxazolidinone