(4S,5R)-benzyl 4-azido-5-fluorohexanoate

Base Information

Chemical Name:(4S,5R)-benzyl 4-azido-5-fluorohexanoate
CAS No.:1422255-65-9
Molecular Formula:C₁₃H₁₆FN₃O₂
Molecular Weight:265.287
Hs Code.:

Synonyms:(4S,5R)-benzyl 4-azido-5-fluorohexanoate

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Chemical Property of (4S,5R)-benzyl 4-azido-5-fluorohexanoate

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Technology Process of (4S,5R)-benzyl 4-azido-5-fluorohexanoate

There total 8 articles about (4S,5R)-benzyl 4-azido-5-fluorohexanoate 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: 78.0%

: 1422255-64-8
(4R,5R)-benzyl 5-fluoro-4-hydroxyhexanoate

: 1422255-65-9
(4S,5R)-benzyl 4-azido-5-fluorohexanoate

Guidance literature:: (4R,5R)-benzyl 5-fluoro-4-hydroxyhexanoate; With di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; at 10 ℃; for 0.25h;

With diphenyl phosphoryl azide; In tetrahydrofuran; at -15 - 20 ℃;
DOI:10.1016/j.bmc.2012.12.009

Reference yield: 78.0%

: 1422255-65-9
(4S,5R)-benzyl 4-azido-5-fluorohexanoate

Guidance literature:: With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; at -15 - 20 ℃;

Reference yield:

: 34495-74-4
Ethyl 4-hexenoate

: 1422255-65-9
(4S,5R)-benzyl 4-azido-5-fluorohexanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanesulfonamide; AD-mix β / tert-butyl alcohol; water / 96 h / 4 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0 - 20 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol / 2 h / 60 °C

3.2: 24 h / 20 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate / dichloromethane / 24.5 h / -78 - 20 °C

5.1: potassium hydroxide; methanol / 16 h / 20 °C

6.1: N,N-dimethyl-formamide / 16 h

7.1: di-isopropyl azodicarboxylate; triphenylphosphine; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.25 h / 10 °C

7.2: -15 - 20 °C

With methanol; methanesulfonamide; di-isopropyl azodicarboxylate; AD-mix β; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; triphenylphosphine; ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 2.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.12.009