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3-Cyclohexene-1,2,5,6-tetrol, 3-(hydroxymethyl)-1-methyl-4-[1,4,5-tris(methoxymethoxy)-2-naphthalen yl]-, 2,5,6-triacetate, (1R,2R,5S,6R)-

Base Information
  • Chemical Name:3-Cyclohexene-1,2,5,6-tetrol, 3-(hydroxymethyl)-1-methyl-4-[1,4,5-tris(methoxymethoxy)-2-naphthalen yl]-, 2,5,6-triacetate, (1R,2R,5S,6R)-
  • CAS No.:917113-33-8
  • Molecular Formula:C30H38O14
  • Molecular Weight:622.623
  • Hs Code.:
3-Cyclohexene-1,2,5,6-tetrol,
3-(hydroxymethyl)-1-methyl-4-[1,4,5-tris(methoxymethoxy)-2-naphthalen
yl]-, 2,5,6-triacetate, (1R,2R,5S,6R)-

Synonyms:

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Chemical Property of 3-Cyclohexene-1,2,5,6-tetrol, 3-(hydroxymethyl)-1-methyl-4-[1,4,5-tris(methoxymethoxy)-2-naphthalen yl]-, 2,5,6-triacetate, (1R,2R,5S,6R)-
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Technology Process of 3-Cyclohexene-1,2,5,6-tetrol, 3-(hydroxymethyl)-1-methyl-4-[1,4,5-tris(methoxymethoxy)-2-naphthalen yl]-, 2,5,6-triacetate, (1R,2R,5S,6R)-

There total 8 articles about 3-Cyclohexene-1,2,5,6-tetrol, 3-(hydroxymethyl)-1-methyl-4-[1,4,5-tris(methoxymethoxy)-2-naphthalen yl]-, 2,5,6-triacetate, (1R,2R,5S,6R)- 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 triethylamine tris(hydrogen fluoride); In acetonitrile; at 20 ℃; for 12h;
DOI:10.1021/ja066621v
Guidance literature:
Multi-step reaction with 9 steps
1.1: 90 percent / Me4NBH(OAc)3; AcOH / acetonitrile / 24 h / 0 °C
2.1: 85 percent / 2,4,6-collidine / CH2Cl2 / 8 h / 5 °C
3.1: 95 percent / Super-Hydride / 1,2-dichloro-ethane; tetrahydrofuran / 0.5 h / 60 °C
4.1: 90 percent / K-10 clay / CH2Cl2 / 4 h / 20 °C
5.1: 70 percent / AsPh3; CuCl; DIEA / Pd2(dba)3 / acetonitrile / 4 h / 70 °C
6.1: 80 percent / Super-Hydride / tetrahydrofuran / 1 h / -78 °C
7.1: Ti(iPrO)4 / CH2Cl2 / 0.5 h / 20 °C
7.2: 60 percent / CH2Cl2 / 10 h / 20 °C
8.1: 140 mg / pyridine / 2 h / 20 °C
9.1: 78 mg / Et3N-3HF / acetonitrile / 12 h / 20 °C
With pyridine; 2,4,6-trimethyl-pyridine; titanium(IV) isopropylate; triphenyl-arsane; K-10 clay; lithium triethylborohydride; acetic acid; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; copper(l) chloride; tetramethylammonium triacetoxyborohydride; tris(dibenzylideneacetone)dipalladium (0); In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetonitrile; 5.1: Stille cross-coupling;
DOI:10.1021/ja066621v
Guidance literature:
Multi-step reaction with 7 steps
1.1: 95 percent / Super-Hydride / 1,2-dichloro-ethane; tetrahydrofuran / 0.5 h / 60 °C
2.1: 90 percent / K-10 clay / CH2Cl2 / 4 h / 20 °C
3.1: 70 percent / AsPh3; CuCl; DIEA / Pd2(dba)3 / acetonitrile / 4 h / 70 °C
4.1: 80 percent / Super-Hydride / tetrahydrofuran / 1 h / -78 °C
5.1: Ti(iPrO)4 / CH2Cl2 / 0.5 h / 20 °C
5.2: 60 percent / CH2Cl2 / 10 h / 20 °C
6.1: 140 mg / pyridine / 2 h / 20 °C
7.1: 78 mg / Et3N-3HF / acetonitrile / 12 h / 20 °C
With pyridine; titanium(IV) isopropylate; triphenyl-arsane; K-10 clay; lithium triethylborohydride; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; copper(l) chloride; tris(dibenzylideneacetone)dipalladium (0); In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetonitrile; 3.1: Stille cross-coupling;
DOI:10.1021/ja066621v
upstream raw materials:

C17H27BrO6Si

C18H31BrO8SiS

C17H29BrO5Si

C14H23BrO4Si

Downstream raw materials:

C30H36O15

C26H26O12

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