Technology Process of (2Z,6E,10E)-12-(acetylthio)-7,11-dimethyl-5-(phenylsulfonyl)dodeca-2,6,10-trien-1-yl 2,3,4-tri-Oacetyl-6-deoxy-6-azido-α-D-mannopyranoside
There total 15 articles about (2Z,6E,10E)-12-(acetylthio)-7,11-dimethyl-5-(phenylsulfonyl)dodeca-2,6,10-trien-1-yl 2,3,4-tri-Oacetyl-6-deoxy-6-azido-α-D-mannopyranoside 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:
- Guidance literature:
-
S-(2E,6E)-2,6-dimethyl-8-(phenylsulfonyl)octa-2,6-dien-1-yl ethanethioate;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 0.166667h;
Inert atmosphere;
4-bromobut-2-en-1-yl-6-deoxy-6-azido-2,3,4-tri-O-acetyl-α-D-mannopyranoside;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 22h;
Inert atmosphere;
DOI:10.3390/molecules19011120
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: phosphorus tribromide / dichloromethane / 1 h / 0 °C
2.1: N,N-dimethyl-formamide / 2 h / 20 °C
3.1: selenium(IV) oxide; tert.-butylhydroperoxide; 4-hydroxy-benzoic acid / dichloromethane / 24 h / 0 °C / Inert atmosphere; Darkness
4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 2 h / 20 °C
5.1: N,N-dimethyl-formamide / 1 h / 20 °C
6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere
6.2: 22 h / -78 - 20 °C / Inert atmosphere
With
tert.-butylhydroperoxide; selenium(IV) oxide; carbon tetrabromide; phosphorus tribromide; triphenylphosphine; lithium hexamethyldisilazane; 4-hydroxy-benzoic acid;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
6.1: |Julia Olefin Synthesis;
DOI:10.3390/molecules19011120
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium azide / N,N-dimethyl-formamide / 4 h / 65 °C
2.1: acetic acid / water / 2 h / 35 °C
3.1: dmap; pyridine / 4 h
4.1: acetic acid; sulfuric acid / 4 h / 0 - 20 °C
5.1: boron trifluoride diethyl etherate / dichloromethane / 20 h / 20 °C
6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere
6.2: 22 h / -78 - 20 °C / Inert atmosphere
With
pyridine; dmap; sodium azide; sulfuric acid; boron trifluoride diethyl etherate; acetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
6.1: |Julia Olefin Synthesis;
DOI:10.3390/molecules19011120
