Carbamic acid, [(2E)-3-fluoro-4-hydroxy-2-butenyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(2E)-3-fluoro-4-hydroxy-2-butenyl]-, 1,1-dimethylethyl ester
• CAS No.: 404385-38-2
• Molecular Formula: C₉H₁₆FNO₃
• Molecular Weight: 205.229
• Mol file: 404385-38-2.mol

Synonyms:Carbamic acid, [(2E)-3-fluoro-4-hydroxy-2-butenyl]-, 1,1-dimethylethyl ester

Chemical Property of Carbamic acid, [(2E)-3-fluoro-4-hydroxy-2-butenyl]-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 58.56000
• LogP: 1.74770

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(2E)-3-fluoro-4-hydroxy-2-butenyl]-, 1,1-dimethylethyl ester

There total 5 articles about Carbamic acid, [(2E)-3-fluoro-4-hydroxy-2-butenyl]-, 1,1-dimethylethyl 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: 9.0%

ethyl (E)-4-((tert-butoxycarbonyl)amino)-2-fluorobut-2-enoate (1158976-82-9) → (E)-tert-butyl 3-fluoro-4-hydroxybut-2-enylcarbamate (404385-38-2)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at 0 - 18 ℃; for 16h;

Reference yield:

(E/Z)-ethyl 4-(tert-butoxycarbonylamino)-2-fluorobut-2-enoate (404385-36-0) → (E)-tert-butyl 3-fluoro-4-hydroxybut-2-enylcarbamate (404385-38-2) + (Z)-tert-butyl 3-fluoro-4-hydroxybut-2-enylcarbamate (404385-37-1)

Guidance literature:

With diisobutylaluminium hydride; optical yield given as %de;

DOI:10.1016/j.bmcl.2012.04.111

Reference yield:

N-(t-butoxycarbonyl)glycinal (89711-08-0) → (E)-tert-butyl 3-fluoro-4-hydroxybut-2-enylcarbamate (404385-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C

1.2: 15 h / 18 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran / 16 h / 0 - 18 °C

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran;

upstream raw materials:

(E/Z)-ethyl 4-(tert-butoxycarbonylamino)-2-fluorobut-2-enoate

N-(t-butoxycarbonyl)glycinal

ethyl (E)-4-((tert-butoxycarbonyl)amino)-2-fluorobut-2-enoate

tert-butyl N-(2,3-dihydroxypropyl)carbamate

Downstream raw materials:

C₁₅H₁₈F₃NO₃

C₂₂H₃₁FN₂O₄