(2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal

Base Information

Chemical Name:(2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal
CAS No.:129193-14-2
Molecular Formula:C₃₇H₃₉NO₈S
Molecular Weight:657.785
Hs Code.:

Synonyms:(2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal

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Chemical Property of (2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal

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Technology Process of (2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal

There total 8 articles about (2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal 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: 98.0%

: 129193-13-1
(2S)-(2,4,5/3,6)-5-amino-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal

: 108-24-7
acetic anhydride

: 129193-14-2
(2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal

Guidance literature:: With pyridine; at 20 ℃; for 15h;
DOI:10.1016/0008-6215(90)84194-Y

Reference yield:

: 85716-45-6
1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon

: 129193-14-2
(2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal

Guidance literature:: Multi-step reaction with 8 steps

1: 91 percent / conc. sulphuric acid / benzene; dioxane / 3 h / Heating; Dean-Stark

2: pyridine / CH₂Cl₂ / 0.17 h / 20 °C

3: 1,5-diazabicyclo<5.4.0>undec-5-ene / CH₂Cl₂ / 16 h / 20 °C

4: 1) N-chlorosuccinimide / 1) dichloromethane, 0.5h, 2) dichloromethane, 16h, 5 deg C

5: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / 20 °C

6: 72 percent / potassium tert-butoxide / tetrahydrofuran

7: 88 percent / ammonium hydroxide / tetrahydrofuran / 36 h / 20 °C

8: 98 percent / pyridine / 15 h / 20 °C

With pyridine; ammonium hydroxide; N-chloro-succinimide; sulfuric acid; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrahydrofuran; 1,4-dioxane; dichloromethane; benzene;
DOI:10.1016/0008-6215(90)84194-Y

Reference yield:

: 129193-06-2
(2S)-(2,4/3)-2,3,4-tribenzyloxycyclohex-5-enone ethylene acetal

: 129193-14-2
(2S)-(2,4,5/3,6)-5-acetamido-2,3,4-tribenzyloxy-6-phenylsulphonylcyclohexanone ethylene acetal

Guidance literature:: Multi-step reaction with 5 steps

1: 1) N-chlorosuccinimide / 1) dichloromethane, 0.5h, 2) dichloromethane, 16h, 5 deg C

2: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / 20 °C

3: 72 percent / potassium tert-butoxide / tetrahydrofuran

4: 88 percent / ammonium hydroxide / tetrahydrofuran / 36 h / 20 °C

5: 98 percent / pyridine / 15 h / 20 °C

With pyridine; ammonium hydroxide; N-chloro-succinimide; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(90)84194-Y