methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate

Base Information

Chemical Name:methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate
CAS No.:1607826-49-2
Molecular Formula:C₃₄H₃₃NO₆
Molecular Weight:551.639
Hs Code.:

Synonyms:methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate

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Chemical Property of methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate

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Technology Process of methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate

There total 8 articles about methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate 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: 85.0%

: 1607826-48-1
methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)-3-methoxypropanoate

: 76-83-5
trityl chloride

: 1607826-49-2
methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 23 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ja502744a

Reference yield:

: 1607826-47-0
methyl (2R,3R)-2-azido-3-(4-(benzyloxy)phenyl)-3-methoxypropanoate

: 1607826-49-2
methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / dichloromethane / 23 °C / Inert atmosphere

2: sodium hydrogencarbonate / water; tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 23 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja502744a

Reference yield:

: 1607826-46-9
methyl (2S,3R)-3-(4-(benzyloxy)phenyl)-3-hydroxy-2-(((2-nitrophenyl)sulfonyl)oxy)propanoate

: 1607826-49-2
methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium azide / N,N-dimethyl-formamide / 23 - 50 °C / Inert atmosphere

2: silver(l) oxide / dichloromethane / 50 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / dichloromethane / 23 °C / Inert atmosphere

4: sodium hydrogencarbonate / water; tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

5: potassium carbonate / N,N-dimethyl-formamide / 24 h / 23 °C / Inert atmosphere

With sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; silver(l) oxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja502744a