(R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid

Base Information

• Chemical Name: (R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid
• CAS No.: 616894-98-5
• Molecular Formula: C₂₉H₃₈ClN₃O₆S
• Molecular Weight: 592.156
• Mol file: 616894-98-5.mol

Synonyms:(R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid

Chemical Property of (R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid

There total 1 articles about (R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid 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: 55.0%

[5-(4-chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-ylmethyl]ethylamine (416855-48-6) + N-Boc-D-serine(Bzl)-OH (47173-80-8) → (R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid (616894-98-5)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In IPAc; water; for 14h;

Reference yield: 86.0%

(R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid (616894-98-5) → 2-(R)-2-amino-3-benzyloxy-N-[5-(4-chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-ylmethyl]-N-ethyl-propionamide (616894-97-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

(R)-2-tert-butoxycarbonylamino-3-(4-fluorobenzyloxy)propionic acid (616894-98-5) → 2-(R)-2-((1-aminocyclopropanecarbonyl)amino)-3-(phenylmethoxy)propionic acid N-(5-(4-chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-ylmethyl)-N-ethylamide hydrochloride

Guidance literature:

Multi-step reaction with 3 steps

1: 440 mg / trifluoroacetic acid / CH₂Cl₂ / 20 °C

2: 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / isopropyl acetate; H₂O / 20 °C

3: hydrochloric acid / ethanol / 20 °C

With hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In ethanol; dichloromethane; Isopropyl acetate; water;

DOI:10.1016/j.bmc.2005.07.070

upstream raw materials:

[5-(4-chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-ylmethyl]ethylamine

N-Boc-D-serine(Bzl)-OH

Downstream raw materials:

2-(R)-2-amino-3-benzyloxy-N-[5-(4-chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-ylmethyl]-N-ethyl-propionamide

[1-(2-benzyloxy-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethylcarbamoyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester