tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

Base Information

Chemical Name:tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate
CAS No.:1202798-63-7
Molecular Formula:C₁₇H₂₅NO₃
Molecular Weight:291.39
Hs Code.:

Synonyms:tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

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Chemical Property of tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

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Technology Process of tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

There total 3 articles about tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate 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: 100.0%

: 1202798-59-1
(S)-tert-butyl (2-oxo-1-phenylhex-5-en-1-yl)carbamate

: 1202798-63-7
tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

Guidance literature:: With sodium tetrahydroborate; In methanol; at -20 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo902244y

Reference yield:

: 51779-32-9
iminodicarboxylic acid di-tert-butyl ester

: 1202798-63-7
tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

: (+)-tert-butyl [(1S,2S)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: C₅₀H₅₂IrNO₄P⁽¹⁺⁾*CF₃O₃S^(1-); 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.08 h / Inert atmosphere; Schlenk technique

1.2: 2 h / 50 °C / Inert atmosphere; Schlenk technique

2.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

3.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; acetone / 16 h / 20 °C

3.2: 20 °C

4.1: diethyl ether / 15 h / 20 °C / Inert atmosphere

With potassium osmate(VI) dihydrate; C₅₀H₅₂IrNO₄P⁽¹⁺⁾*CF₃O₃S^(1-); 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1002/ejoc.201501333

Reference yield:

: 913344-44-2
(-)-di-tert-butyl [(1S)-1-phenylprop-2-en-1-yl]imidodicarbonate

: 1202798-63-7
tert-butyl [(1S,2R)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

: (+)-tert-butyl [(1S,2S)-2-hydroxy-1-phenylhex-5-en-1-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

2.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; acetone / 16 h / 20 °C

2.2: 20 °C

3.1: diethyl ether / 15 h / 20 °C / Inert atmosphere

With potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide; trifluoroacetic acid; In diethyl ether; dichloromethane; water; acetone;
DOI:10.1002/ejoc.201501333