(R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate

Base Information

• Chemical Name: (R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate
• CAS No.: 1350922-84-7
• Molecular Formula: C₁₇H₂₆N₂O₄
• Molecular Weight: 322.404
• Mol file: 1350922-84-7.mol

Synonyms:(R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate

Chemical Property of (R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate

There total 5 articles about (R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate 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: 100.0%

(R)-benzyl [1-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate → (R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate (1350922-84-7)

Guidance literature:

With hydrazine;

DOI:10.1016/j.tetlet.2011.09.148

Reference yield:

methyl (R)-3-(benzyloxycarbonylamino)-butanoate (142035-70-9) → (R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate (1350922-84-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydroxide / methanol; water / 3 h / 20 °C

2.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.5 h / 20 °C

2.2: 17 h / 20 °C

3.1: tetrahydrofuran / 1 h / 0 °C

4.1: N-benzyl-trimethylammonium hydroxide / ethyl acetate / 3 h / Reflux

5.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 20 °C

6.1: hydrazine hydrate / methanol / 2 h / Reflux

With N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; hydrazine hydrate; 1,1'-carbonyldiimidazole; sodium hydroxide; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;

DOI:10.1002/ejoc.201200919

Reference yield:

(R)-3-(((benzyloxy)carbonyl)amino)butanoic acid (67843-72-5) → (R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate (1350922-84-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.5 h / 20 °C

1.2: 17 h / 20 °C

2.1: tetrahydrofuran / 1 h / 0 °C

3.1: N-benzyl-trimethylammonium hydroxide / ethyl acetate / 3 h / Reflux

4.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 20 °C

5.1: hydrazine hydrate / methanol / 2 h / Reflux

With N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; hydrazine hydrate; 1,1'-carbonyldiimidazole; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1002/ejoc.201200919

upstream raw materials:

methyl (R)-3-(benzyloxycarbonylamino)-butanoate

(R)-3-(((benzyloxy)carbonyl)amino)butanoic acid

(R)-benzyl [1-methyl-3-(4-morpholinyl)-3-oxopropyl]carbamate

(R)-benzyl [4-oxo-hex-5-en-2-yl]carbamate

Downstream raw materials:

benzyl (7S,8S,10R)-10-methyl-8((E)-prop-1-enyl)-7-((2,2,2-trifluoroacetamido)methyl)-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

benzyl (2S,3S,6R)-6-methyl-4-oxo-2[(E)-prop-1-enyl]-3-[[2,2,2-trifluoroacetamido]methyl]piperidine-1-carboxylate

benzyl (7S,8S,10R)-7-(2-aminoethyl)-10-methyl-8-((E)-prop-1-enyl)-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

benzyl (7S,8S,10R)-10-methyl-8-propyl-7-[(2,2,2-trifluoroacetamido)methyl]-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate