(3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene

Base Information

Chemical Name:(3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene
CAS No.:874635-28-6
Molecular Formula:C₁₉H₃₀N₂O₄
Molecular Weight:350.458
Hs Code.:

Synonyms:(3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene

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Technology Process of (3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene

There total 10 articles about (3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene 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: 82.0%

: 874635-31-1
(3S,5R)-5-azido-3-[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene

: 24424-99-5
di-tert-butyl dicarbonate

: 874635-28-6
(3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene

Guidance literature:: With sodium hydroxide; trimethylphosphane; In water; N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2005.09.009

Reference yield:

: (1R,3S)-5-Ethynyl-4-methyl-cyclohex-4-ene-1,3-diamine

: 24424-99-5
di-tert-butyl dicarbonate

: 874635-28-6
(3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene

Guidance literature:: With sodium hydrogencarbonate; In chloroform; water; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2005.09.009

Reference yield:

: 169437-98-3
(3R,5S)-5-acetoxy-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene

: 874635-28-6
(3S,5R)-3,5-bis[(tert-butoxycarbonyl)amino]-1-ethynyl-2-methylcyclohex-1-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / Ph₃P; diethylazodicarboxylate / tetrahydrofuran / 4 h / 20 °C

2: methylamine / ethanol / 36 h / 20 - 65 °C

3: NaHCO₃ / H₂O; CHCl₃ / 24 h / 20 °C

4: 94 percent / triethyamine / CH₂Cl₂ / 3 h / 0 °C

5: 79 percent / NaN₃ / dimethylformamide / 6 h / 65 °C

6: 82 percent / NaOH; Me₃P / H₂O; dimethylformamide / 24 h / 20 °C

With sodium hydroxide; sodium azide; sodium hydrogencarbonate; triethylamine; triphenylphosphine; methylamine; diethylazodicarboxylate; trimethylphosphane; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1: Mitsunobu reaction / 6: Staudinger reaction;
DOI:10.1016/j.bmc.2005.09.009