(3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:(3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:208720-60-9
Molecular Formula:C₁₂H₂₀N₄O₅S
Molecular Weight:332.381
Hs Code.:

Synonyms:(3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester

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Chemical Property of (3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester

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Technology Process of (3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester

There total 15 articles about (3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl 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: 79.0%

: 124-63-0
methanesulfonyl chloride

: 208720-77-8
(3R,4R,5S)-4-Amino-5-azido-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester

: 208720-60-9
(3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

Reference yield:

: 187227-25-4
(3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

: 208720-60-9
(3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine; methanol; sulfuryl dichloride / dichloromethane / 17 h / -78 - 20 °C

1.2: 4 h / Reflux

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 12 h / 0 - 20 °C

3.1: benzene / ethanol / 2 h

3.2: 16 h / Darkness

4.1: sodium azide; ammonium chloride / methanol; water / 18 h / Reflux

5.1: dmap; triethylamine / dichloromethane / 2 h / 0 °C

6.1: triphenylphosphine / tetrahydrofuran / 3 h / 20 °C

7.1: hydrogen / ethanol / 0.83 h / 20 °C / 760.05 Torr

8.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 16 h / 70 °C

9.1: dmap; triethylamine / dichloromethane / 1.5 h / 0 - 20 °C

With pyridine; methanol; dmap; sodium azide; sulfuryl dichloride; hydrogen; ammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; benzene; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: C₁₂H₁₇N₃O₆S

: 208720-60-9
(3R,4R,5S)-5-Azido-4-methanesulfonylamino-3-propoxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: triphenylphosphine / tetrahydrofuran / 3 h / 20 °C

2: hydrogen / ethanol / 0.83 h / 20 °C / 760.05 Torr

3: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 16 h / 70 °C

4: dmap; triethylamine / dichloromethane / 1.5 h / 0 - 20 °C

With dmap; sodium azide; hydrogen; ammonium chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;