3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester

Base Information

• Chemical Name: 3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester
• CAS No.: 862368-92-1
• Molecular Formula: C₂₅H₃₆N₂O₈SSi
• Molecular Weight: 552.721
• Mol file: 862368-92-1.mol

Synonyms:3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester

Chemical Property of 3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester

There total 7 articles about 3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl 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: 40.0%

3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester (862368-91-0) → 3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester (862368-92-1)

Guidance literature:

3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester; With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; Irradiation;

With water; silver nitrate; silver carbonate; In acetone;

DOI:10.1016/j.tetlet.2005.05.060

Reference yield:

2-benzyloxycarbonylamino-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid tert-butyl ester (862368-89-6) → 3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester (862368-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / hydrogen / Pd / methanol

2.1: 95 percent / pyridine

3.1: NBS; AIBN / CCl₄ / Irradiation

3.2: 40 percent / AgNO₃; Ag₂CO₃; H₂O / acetone

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen; palladium; In methanol; tetrachloromethane;

DOI:10.1016/j.tetlet.2005.05.060

Reference yield:

Z-L-Tyr-OH (1164-16-5) → 3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester (862368-92-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 100 percent / imidazole; DMAP / dimethylformamide

2.1: 70 percent / BF₃*Et₂O / CH₂Cl₂

3.1: 100 percent / hydrogen / Pd / methanol

4.1: 95 percent / pyridine

5.1: NBS; AIBN / CCl₄ / Irradiation

5.2: 40 percent / AgNO₃; Ag₂CO₃; H₂O / acetone

With pyridine; 1H-imidazole; dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; hydrogen; palladium; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.05.060

upstream raw materials:

3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester

2-amino-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid tert-butyl ester

2-benzyloxycarbonylamino-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid tert-butyl ester

Z-L-Tyr-OH

Downstream raw materials:

(Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

(Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid

2-amino-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-fluoro-propionic acid tert-butyl ester

3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-fluoro-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester