Technology Process of {3-[Benzyloxy-((1S,2R,3R,4S,5S,6R)-2,6-bis-benzyloxymethoxy-3,4,5-trihydroxy-cyclohexyloxy)-phosphoryloxy]-propyl}-carbamic acid benzyl ester
There total 10 articles about {3-[Benzyloxy-((1S,2R,3R,4S,5S,6R)-2,6-bis-benzyloxymethoxy-3,4,5-trihydroxy-cyclohexyloxy)-phosphoryloxy]-propyl}-carbamic acid benzyl 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:
-
With
water; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane;
for 6h;
Ambient temperature;
DOI:10.1021/ja00026a043
- Guidance literature:
-
Multi-step reaction with 8 steps
1: K2CO3 / acetonitrile / 8 h / 80 °C
2: 1.) Hg(OAc)2, 2.) NaCl / 1.) acetone, H2O, RT, 30 min, 2.) acetone, H2O, RT, 24 h
3: NaBH(OAc)3, HOAc / acetonitrile / 0.5 h / Ambient temperature
4: 69 percent / Bu4NBr, H(1+) sponge / acetonitrile / 21 h / 20 - 55 °C
5: 95 percent / NaOH / methanol / 2 h / Heating
6: tetrazole / CH2Cl2 / 3 h / Ambient temperature
7: MCPBA / CH2Cl2 / 0.3 h / -48 - 0 °C
8: 78 percent / DDQ, water / CH2Cl2 / 6 h / Ambient temperature
With
1H-tetrazole; sodium hydroxide; mercury(II) diacetate; tetrabutylammomium bromide; water; hydrogen cation; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium chloride;
In
methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja00026a043
- Guidance literature:
-
Multi-step reaction with 9 steps
1: oxalyl chloride, DMSO, Et3N / CH2Cl2 / -78 - 20 °C
2: K2CO3 / acetonitrile / 8 h / 80 °C
3: 1.) Hg(OAc)2, 2.) NaCl / 1.) acetone, H2O, RT, 30 min, 2.) acetone, H2O, RT, 24 h
4: NaBH(OAc)3, HOAc / acetonitrile / 0.5 h / Ambient temperature
5: 69 percent / Bu4NBr, H(1+) sponge / acetonitrile / 21 h / 20 - 55 °C
6: 95 percent / NaOH / methanol / 2 h / Heating
7: tetrazole / CH2Cl2 / 3 h / Ambient temperature
8: MCPBA / CH2Cl2 / 0.3 h / -48 - 0 °C
9: 78 percent / DDQ, water / CH2Cl2 / 6 h / Ambient temperature
With
1H-tetrazole; sodium hydroxide; oxalyl dichloride; mercury(II) diacetate; tetrabutylammomium bromide; water; hydrogen cation; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium chloride;
In
methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja00026a043
![(3-{Benzyloxy-[(1S,2R,3R,4S,5S,6R)-2,6-bis-benzyloxymethoxy-3,4,5-tris-(4-methoxy-benzyloxy)-cyclohexyloxy]-phosphoryloxy}-propyl)-carbamic acid benzyl ester](/Databaselist/images/loading.webp)
