(3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl ester

Base Information

Chemical Name:(3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl ester
CAS No.:356789-91-8
Molecular Formula:C₁₉H₃₆NO₉PS
Molecular Weight:485.536
Hs Code.:

Synonyms:(3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl ester

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Chemical Property of (3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl ester

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Technology Process of (3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl ester

There total 7 articles about (3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl 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:

: 584-02-1
2-pentanol

: 124-63-0
methanesulfonyl chloride

: 356789-90-7
(1S,5S,6S)-7-(diethoxyphosphoryl)-5-hydroxy-7-aza-bicyclo[4.1.0]hept-2-ene-3-carboxylic acid ethyl ester

: 356789-91-8
(3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl ester

Guidance literature:: With BF₃*OEt₂; triethylamine; In dichloromethane; ethyl acetate;

Reference yield:

: 140-88-5,9003-32-1
ethyl acrylate

: 356789-91-8
(3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 20 percent / ZnCl₂ / 72 h / 50 °C

2: toluene / 18 h / 70 °C

3: ethanol / 1 h / 20 °C

4: NaHMDS / tetrahydrofuran / 15 h / -60 °C

5: Et₃N / CH₂Cl₂ / 20 °C

6: BF₃*Et₂O / CH₂Cl₂

With boron trifluoride diethyl etherate; sodium hexamethyldisilazane; triethylamine; zinc(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.2533/000942904777677605

Reference yield:

: 356789-86-1
(1S,2R,4S)-7-Oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

: 356789-91-8
(3R,4S,5S)-4-(diethoxyphosphorylamino)-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-ene carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: toluene / 18 h / 70 °C

2: ethanol / 1 h / 20 °C

3: NaHMDS / tetrahydrofuran / 15 h / -60 °C

4: Et₃N / CH₂Cl₂ / 20 °C

5: BF₃*Et₂O / CH₂Cl₂

With boron trifluoride diethyl etherate; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.2533/000942904777677605