N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine

Base Information

• Chemical Name: N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine
• CAS No.: 616882-14-5
• Molecular Formula: C₁₆H₂₀F₃NO₆
• Molecular Weight: 379.333
• Mol file: 616882-14-5.mol

Synonyms:N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine

Chemical Property of N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine

There total 1 articles about N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine 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: 54.0%

(R)-N-tert-butoxycarbonyl serine (3262-72-4,3850-40-6,6368-20-3,90582-28-8,84311-18-2) + 4-trifluoromethoxybenzyl bromide (50824-05-0) → N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine (616882-14-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2005.07.070

Reference yield:

[5-(4-chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-ylmethyl]ethylamine (416855-48-6) + N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine (616882-14-5) → [1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ6-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-2-(4-trifluoromethoxy-benzyloxy)-ethyl]-carbamic acid tert-butyl ester (872413-91-7)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In Isopropyl acetate; water; at 20 ℃;

DOI:10.1016/j.bmc.2005.07.070

Reference yield:

N-tert-butoxycarbonylamino-O-(4-trifluoromethoxybenzyl)-D-serine (616882-14-5) → 2-amino-N-[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ6-isothiazol-4-ylmethyl]-N-ethyl-3-(4-trifluoromethoxy-benzyloxy)-propionamide (872414-17-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: trifluoroacetic acid / CH₂Cl₂ / 20 °C

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

DOI:10.1016/j.bmc.2005.07.070

upstream raw materials:

(R)-N-tert-butoxycarbonyl serine

4-trifluoromethoxybenzyl bromide

Downstream raw materials:

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

2-amino-N-[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-N-ethyl-3-(4-trifluoromethoxy-benzyloxy)-propionamide