methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate

Base Information

• Chemical Name: methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate
• CAS No.: 106872-31-5
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.293
• Mol file: 106872-31-5.mol

Synonyms:methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate

Chemical Property of methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate

There total 6 articles about methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate 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: 35.0%

N-benzyloxycarbonyl α-chloro glycine methyl ester (64356-76-9) + cyclopropylmagnesium bromide (23719-80-4) → methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate (106872-31-5)

Guidance literature:

In tetrahydrofuran; at -70 ℃; for 2h;

DOI:10.1016/S0040-4039(00)84549-9

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + methyl 2-amino-2-cyclopropylacetate (768356-83-8) → methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate (106872-31-5)

Guidance literature:

N-(Benzyloxycarbonyloxy)succinimide; methyl 2-amino-2-cyclopropylacetate; With hydroxylamine hydrochloride; potassium carbonate; In 1,4-dioxane; water; at 20 ℃; for 16h;

With 1-amino-3-(dimethylamino)propane; In 1,4-dioxane; water; at 20 ℃; for 1h;

DOI:10.1002/adsc.200606038

Reference yield:

cyclopropyl-hydroxyiminoacetic acid (936097-37-9) → methyl 2-(N-benzyloxycarbonylamino)-2-cyclopropylacetate (106872-31-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 93 percent / Zn / acetic acid / 0.5 h / 20 - 30 °C

2.1: SOCl₂ / methanol / 20 h / 20 °C

3.1: K₂CO₃; NH₂OH*HCl / dioxane; H₂O / 16 h / 20 °C

3.2: 2.27 g / 3-dimethylaminopropylamine / dioxane; H₂O / 1 h / 20 °C

With thionyl chloride; hydroxylamine hydrochloride; potassium carbonate; zinc; In 1,4-dioxane; methanol; water; acetic acid;

DOI:10.1002/adsc.200606038

upstream raw materials:

cyclopropyl bromide

N-benzyloxycarbonyl α-chloro glycine methyl ester

cyclopropylmagnesium bromide

N-(Benzyloxycarbonyloxy)succinimide