[((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide

Base Information

Chemical Name:[((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide
CAS No.:1261301-11-4
Molecular Formula:C₁₆H₂₅N₂O₅P
Molecular Weight:356.359
Hs Code.:

Synonyms:[((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide

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Chemical Property of [((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide

Chemical Property:

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Technology Process of [((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide

There total 12 articles about [((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide 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: 73.0%

: 1261301-10-3
methyl [((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetate

: 1261301-11-4
[((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide

Guidance literature:: With ammonia; In methanol; at 20 ℃; for 48h; optical yield given as %de;
DOI:10.1007/s00726-010-0561-z

Reference yield:

: 110-62-3
pentanal

: 1261301-11-4
[((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1,4-dioxane / Reflux

2.1: hydrogen bromide / 6 h / Reflux

2.2: pH 6

3.1: sodium carbonate / 1,4-dioxane; water / 0 - 20 °C

4.1: diisopropyl-carbodiimide / tetrahydrofuran / 0 - 20 °C

5.1: sodium periodate / 1,4-dioxane; water / 12 h / 20 °C

6.1: thionyl chloride / dichloromethane / 2 h / 20 °C

7.1: triethylamine / dichloromethane / 20 °C / Cooling with ice

8.1: lithium diisopropyl amide / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

8.2: 1 h / -78 °C / Inert atmosphere

9.1: ammonia / methanol / 48 h / 20 °C

With sodium periodate; thionyl chloride; ammonia; hydrogen bromide; sodium carbonate; triethylamine; diisopropyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1007/s00726-010-0561-z

Reference yield:

: 115947-49-4
[1-[(diphenylmethyl)amino]pentyl]phosphinic acid

: 1261301-11-4
[((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)(methoxy)phosphoryl]acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogen bromide / 6 h / Reflux

1.2: pH 6

2.1: sodium carbonate / 1,4-dioxane; water / 0 - 20 °C

3.1: diisopropyl-carbodiimide / tetrahydrofuran / 0 - 20 °C

4.1: sodium periodate / 1,4-dioxane; water / 12 h / 20 °C

5.1: thionyl chloride / dichloromethane / 2 h / 20 °C

6.1: triethylamine / dichloromethane / 20 °C / Cooling with ice

7.1: lithium diisopropyl amide / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

7.2: 1 h / -78 °C / Inert atmosphere

8.1: ammonia / methanol / 48 h / 20 °C

With sodium periodate; thionyl chloride; ammonia; hydrogen bromide; sodium carbonate; triethylamine; diisopropyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1007/s00726-010-0561-z