((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate)

Base Information

• Chemical Name: ((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate)
• CAS No.: 1454788-48-7
• Molecular Formula: C₃₂H₄₄NO₁₁P
• Molecular Weight: 649.675
• Mol file: 1454788-48-7.mol

Synonyms:

Chemical Property of ((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate)

There total 4 articles about ((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate) 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:

iodomethyl pivaloate (53064-79-2) + C20H24NO7P → ((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate) (1454788-48-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1007/s00726-013-1567-0

Reference yield:

(2S,3R)-4-[di-(tert-butyl-oxy)-phosphinyl]-N-(phenylmethoxycarbonyl)-L-valine methyl ester (1199613-03-0) → ((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate) (1454788-48-7)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium hydroxide monohydrate / tetrahydrofuran; water / 2 h / 0 - 20 °C

2: sodium hydrogencarbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1007/s00726-013-1567-0

Reference yield:

(2S,3R)-benzyl 2-(((benzyloxy)carbonyl)amino)-4-(di-tertbutoxyphosphoryl)-3-methylbutanoate (1256288-29-5) → ((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate) (1454788-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1007/s00726-013-1567-0

upstream raw materials:

iodomethyl pivaloate

(2S,3R)-4-[di-(tert-butyl-oxy)-phosphinyl]-N-(phenylmethoxycarbonyl)-L-valine methyl ester

(2S,3R)-benzyl 2-(((benzyloxy)carbonyl)amino)-4-(di-tertbutoxyphosphoryl)-3-methylbutanoate

C₂₁H₃₄NO₇P