N-BOC-(S)-CYCLOPROPYLALANINE BENZYL ESTER

Base Information

• Chemical Name: N-BOC-(S)-CYCLOPROPYLALANINE BENZYL ESTER
• CAS No.: 406681-37-6
• Molecular Formula: C18H25NO4
• Molecular Weight: 319.401
• Hs Code.: 2922509090
• Mol file: 406681-37-6.mol

Synonyms:BOC-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID; (S)-2-tert-butoxy-carbonylamino-3-(5-hydroxy-1H-indol-3-yl)-propionic acid; (2S)-2-tert-butoxycarbonylamino-3-cyclopropyl-propionic acid benzyl ester; (S)-N-t-butoxycarbonylcyclopropylalanine benzyl ester; benzyl (S)-2-tert-butoxycarbonylamino-3-cyclopropylpropionate; (S)-2-tert-butoxycarbonylamino-3-cyclopropylpropionic acid benzyl ester; Boc-5HTP-OH; N-tert-butoxycarbonyl L-cyclopropylalanine benzyl ester; BOC-L-5-HYDROXYTRYPTOPHAN; N-tert-butyloxycarbonyl cyclopropylalanine benzyl ester; BOC-TRP(5-OH)-OH; 查看更多英文别名 收起

Chemical Property of N-BOC-(S)-CYCLOPROPYLALANINE BENZYL ESTER

Chemical Property:

• Vapor Pressure: 1.46E-07mmHg at 25°C
• Melting Point: 52-54°C
• Boiling Point: 428.9 °C at 760 mmHg
• Flash Point: 213.2 °C
• PSA: 55.84000
• LogP: 3.51780

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-(S)-cyclopropylalanine benzyl ester, 95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

Technology Process of N-BOC-(S)-CYCLOPROPYLALANINE BENZYL ESTER

There total 8 articles about N-BOC-(S)-CYCLOPROPYLALANINE 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: 94.0%

2-tert-butoxycarbonylamino-3-cyclopropylacrylic acid benzyl ester (849340-24-5) → (2S)-2-tert-butoxycarbonylamino-3-cyclopropyl-propionic acid benzyl ester (406681-37-6,406913-00-6)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; BoPhoz; hydrogen; In methanol; ethyl acetate; for 3h; under 2327.17 Torr;

DOI:10.1016/j.tetasy.2003.07.007

Reference yield: 52.0%

(2S)-2-tert-butoxycarbonylamino-4-cyclopropanecarbonylperoxy-4-oxo-butyric acid benzyl ester (629656-95-7) → (2S)-2-tert-butoxycarbonylamino-3-cyclopropyl-propionic acid benzyl ester (406681-37-6,406913-00-6)

Guidance literature:

at -78 ℃; for 30h; Photolysis;

DOI:10.1021/ol035859a

Reference yield:

benzyl 2-tert-butoxycarbonylamino-3-cyclopropylacrylate (406681-46-7) → (2S)-2-tert-butoxycarbonylamino-3-cyclopropyl-propionic acid benzyl ester (406681-37-6,406913-00-6)

Guidance literature:

bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (R)-N-[bis(4-methoxyphenyl)phosphino]-N-methyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine; In methanol; at 25 ℃; for 0.25h;

benzyl 2-tert-butoxycarbonylamino-3-cyclopropylacrylate; With hydrogen; In methanol; for 6h; under 1277.21 - 1794.37 Torr; Product distribution / selectivity;

upstream raw materials:

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

(2S)-2-tert-butoxycarbonylamino-4-cyclopropanecarbonylperoxy-4-oxo-butyric acid benzyl ester

Hippuric Acid

di-tert-butyl dicarbonate

Downstream raw materials:

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

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

Refernces

• 1、 Boaz, Neil W.,Mackenzie, Elaine B.,Debenham, Sheryl D.,Large, Shannon E.,Ponasik Jr., James A.. "Synthesis and application of phosphinoferrocenylaminophosphine ligands for asymmetric catalysis". . p. 1872 - 1880. Retrieved 2007/10/03.
• 2、 Boaz, Neil W.,Debenham, Sheryl D.,Large, Shannon E.,Moore, Mary K.. "The preparation of enantiomerically pure cyclopropylalanine". . p. 3575 - 3580. Retrieved 2007/10/03.