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-α-D-heptomannopyranosiduronic acid
There total 16 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-α-D-heptomannopyranosiduronic acid 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-2,3,4-tri-O-acetyl-α-D-heptomannopyranosiduronic acid;
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 9 steps
1.1: triethylamine / dichloromethane / 0.08 h / 0 °C
1.2: 0.17 h
2.1: sodium periodate; ruthenium trichloride / dichloromethane; water; acetonitrile / 1 h / 20 °C
3.1: N,N-dimethyl-formamide / 4 h / 20 °C
4.1: sodium hydroxide; dihydrogen peroxide / 84 h / 20 °C
5.1: acetic acid / water / 2 h / 35 °C
6.1: dmap; pyridine / 4 h
7.1: acetic acid; sulfuric acid / 4 h / 0 - 20 °C
8.1: boron trifluoride diethyl etherate / dichloromethane / 20 h / 20 °C
9.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere
9.2: 22 h / -78 - 20 °C / Inert atmosphere
With
pyridine; dmap; ruthenium trichloride; sodium periodate; sulfuric acid; boron trifluoride diethyl etherate; dihydrogen peroxide; acetic acid; triethylamine; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
9.1: |Julia Olefin Synthesis;
DOI:10.3390/molecules19011120
