L-N_α-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine

Base Information

• Chemical Name: L-N_α-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine
• CAS No.: 166409-77-4
• Molecular Formula: C₃₃H₄₀NO₇P
• Molecular Weight: 593.657
• Mol file: 166409-77-4.mol

Synonyms:L-N_α-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine

Chemical Property of L-N_α-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-N_α-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine

There total 3 articles about L-N_α-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine 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: 91.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + L-4-((di-tert-butyl)phosphonomethyl)phenylalanine (257628-04-9) → L-Nα-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine (166409-77-4)

Guidance literature:

With sodium hydrogencarbonate; In water; acetonitrile; at 20 ℃;

DOI:10.1021/ol035078+

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + L-4-((di-tert-butyl)phosphonomethyl)phenylalanine (257628-04-9) → L-Nα-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine (166409-77-4) + 4-(bis(tert-butyl)phosphonomethyl)-N-Fmoc-D-phenylalanine

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(99)00385-7

Reference yield:

Carbonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester 9H-fluoren-9-ylmethyl ester + L-4-((di-tert-butyl)phosphonomethyl)phenylalanine (257628-04-9) → L-Nα-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine (166409-77-4)

Guidance literature:

DOI:10.1016/0957-4166(95)00050-Y

upstream raw materials:

L-4-((di-tert-butyl)phosphonomethyl)phenylalanine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Downstream raw materials:

{4-[2-(1-{2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester

{4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester

{4-[(S)-2-Amino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester

N-{1-(1-{2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-2-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-ethyl}-oxalamic acid tert-butyl ester