Technology Process of 2,2-Dimethyl-propionic acid (1S,4R,5R,6S)-6-benzyloxy-6-((S)-1,2-dihydroxy-ethyl)-5-hydroxy-4-methoxy-3-methyl-cyclohex-2-enylmethyl ester
There total 19 articles about 2,2-Dimethyl-propionic acid (1S,4R,5R,6S)-6-benzyloxy-6-((S)-1,2-dihydroxy-ethyl)-5-hydroxy-4-methoxy-3-methyl-cyclohex-2-enylmethyl 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:
- Guidance literature:
-
Multi-step reaction with 18 steps
1: 76 percent / NaH, Bu4N+Br-
2: 95 percent / H3O+
3: 98 percent / Et3N
4: 98 percent / NaH, Bu4N+I-
5: 98 percent / Bu4N+F-
6: 90 percent / (COCl)2, Me2SO, Et3N
7: 1.) t-BuOK, 2.) MsCl
8: 60 percent
9: 74 percent / PhNCO, Et3N / benzene / Heating
10: 67 percent / H2 / Ni
11: 65 percent / LiAlH4
12: 90 percent
13: 86 percent
14: 55 percent / NaOAc, HMPA / 96 h / 100 °C
15: 94 percent / camphorsulfonic acid / methanol / Ambient temperature
16: 80 percent
17: 85 percent / 0.5percent aq. H2SO4
18: 60 percent / NaBH4
With
N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; camphor-10-sulfonic acid; oxonium; potassium tert-butylate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; phenyl isocyanate; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine;
nickel;
In
methanol; benzene;
DOI:10.1021/jo00209a050
- Guidance literature:
-
Multi-step reaction with 18 steps
1: 76 percent / NaH, Bu4N+Br-
2: 95 percent / H3O+
3: 98 percent / Et3N
4: 98 percent / NaH, Bu4N+I-
5: 98 percent / Bu4N+F-
6: 90 percent / (COCl)2, Me2SO, Et3N
7: 1.) t-BuOK, 2.) MsCl
8: 60 percent
9: 74 percent / PhNCO, Et3N / benzene / Heating
10: 67 percent / H2 / Ni
11: 65 percent / LiAlH4
12: 90 percent
13: 86 percent
14: 55 percent / NaOAc, HMPA / 96 h / 100 °C
15: 94 percent / camphorsulfonic acid / methanol / Ambient temperature
16: 80 percent
17: 85 percent / 0.5percent aq. H2SO4
18: 60 percent / NaBH4
With
N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; camphor-10-sulfonic acid; oxonium; potassium tert-butylate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; phenyl isocyanate; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine;
nickel;
In
methanol; benzene;
DOI:10.1021/jo00209a050