(S)-2-amino-3-cyclopropylpropionic acid benzyl ester

Base Information

• Chemical Name: (S)-2-amino-3-cyclopropylpropionic acid benzyl ester
• CAS No.: 113741-17-6
• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.283
• Mol file: 113741-17-6.mol

Synonyms:(S)-2-amino-3-cyclopropylpropionic acid benzyl ester

Chemical Property of (S)-2-amino-3-cyclopropylpropionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-amino-3-cyclopropylpropionic acid benzyl ester

There total 7 articles about (S)-2-amino-3-cyclopropylpropionic acid benzyl ester 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: 99.0%

(2S)-2-tert-butoxycarbonylamino-3-cyclopropyl-propionic acid benzyl ester (406681-37-6,406913-00-6) → (S)-2-amino-3-cyclopropylpropionic acid benzyl ester (113741-17-6)

Guidance literature:

With methanesulfonic acid; In toluene; for 2h;

DOI:10.1016/j.tetasy.2003.07.007

Reference yield:

2-tert-butoxycarbonylamino-3-cyclopropylacrylic acid benzyl ester (849340-24-5) → (S)-2-amino-3-cyclopropylpropionic acid benzyl ester (113741-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H₂; (R)-N-Me-N-(Ph₂P)-1-[(S)-2-(Ph₂P)ferrocenyl]ethylamine; bis(1,5-cyclooctadienyl)rhodium trifuoromethanesulfonate / methanol; ethyl acetate / 3 h / 2327.17 Torr

2: 99 percent / methanesulfonic acid / toluene / 2 h

With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; methanesulfonic acid; BoPhoz; hydrogen; In methanol; ethyl acetate; toluene;

DOI:10.1016/j.tetasy.2003.07.007

Reference yield:

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) → (S)-2-amino-3-cyclopropylpropionic acid benzyl ester (113741-17-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 33 percent / sodium acetate / 1.5 h / 110 °C

2: 85 percent / sodium methoxide / toluene / 1 h / 25 °C

3: 4-(dimethylamino)pyridine / toluene / 17 h / 20 °C

4: 52 percent / hydrzine hydrate / methanol; toluene; H₂O / 4 h / 3 - 7 °C

5: 94 percent / H₂; (R)-N-Me-N-(Ph₂P)-1-[(S)-2-(Ph₂P)ferrocenyl]ethylamine; bis(1,5-cyclooctadienyl)rhodium trifuoromethanesulfonate / methanol; ethyl acetate / 3 h / 2327.17 Torr

6: 99 percent / methanesulfonic acid / toluene / 2 h

With dmap; bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; methanesulfonic acid; BoPhoz; hydrogen; sodium methylate; sodium acetate; hydrazine hydrate; In methanol; water; ethyl acetate; toluene;

DOI:10.1016/j.tetasy.2003.07.007

upstream raw materials:

(2S)-2-tert-butoxycarbonylamino-3-cyclopropyl-propionic acid benzyl ester

Hippuric Acid

2-tert-butoxycarbonylamino-3-cyclopropylacrylic acid benzyl ester

4-cyclopropylmethylene-2-phenyl-4H-oxazol-5-one

Downstream raw materials:

(2S)-2-amino-3-cyclopropylpropanoic acid