(R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide

Base Information

• Chemical Name: (R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide
• CAS No.: 1331869-16-9
• Molecular Formula: C₁₈H₂₅NO₂S
• Molecular Weight: 319.468
• Mol file: 1331869-16-9.mol

Synonyms:(R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide

Chemical Property of (R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide

There total 4 articles about (R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide 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: 84.0%

N,N-diallylmethylmethanethioamide (1182707-33-0) + 3-Benzyloxypropanal (19790-60-4) → (R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide (1331869-16-9)

Guidance literature:

In tetrahydrofuran; N,N-dimethyl-formamide; at -40 ℃; for 36h; Inert atmosphere;

Reference yield:

N,N-diallylmethylmethanethioamide (1182707-33-0) + 3-Benzyloxypropanal (19790-60-4) → (R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide (1331869-16-9) + (S)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide

Guidance literature:

N,N-diallylmethylmethanethioamide; 3-Benzyloxypropanal; With (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; 2,2,5,7,8-pentamethylchroman-6-ol; mesitylcopper(I); In tetrahydrofuran; N,N-dimethyl-formamide; at -60 ℃; for 72h; Inert atmosphere; Molecular sieve;

With ammonium chloride; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; optical yield given as %ee;

DOI:10.1016/j.tet.2011.05.109

Reference yield:

N,N-diallylmethylmethanethioamide (1182707-33-0) + 3-Benzyloxypropanal (19790-60-4) → C17H21NO2 + (R)-N,N-diallyl-5-(benzyloxy)-3-hydroxypentanethioamide (1331869-16-9)

Guidance literature:

With (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; 2,2,5,7,8-pentamethylchroman-6-ol potassium salt; mesitylcopper(I); In N,N-dimethyl-formamide; at -60 ℃; for 60h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.109

upstream raw materials:

N,N-diallylmethylmethanethioamide

3-Benzyloxypropanal

N,N-diallylacetamide

Downstream raw materials:

(R)-tert-butyl 7-(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)-3-oxoheptanoate

tert-butyl 2-((4R,6R)-6-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

tert-butyl 2-((4R,6R)-2,2-dimethyl-6-(2-(tosyloxy)ethyl)-1,3-dioxan-4-yl)acetate

tert-butyl [(4R,6R)-6-aminoethyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate