1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol

Base Information

• Chemical Name: 1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol
• CAS No.: 214826-22-9
• Molecular Formula: C₂₇H₅₀O₈
• Molecular Weight: 502.689
• Mol file: 214826-22-9.mol

Synonyms:1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol

Chemical Property of 1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol

There total 8 articles about 1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol 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:

Reference yield: 93.0%

1-{2-[(1S,2S,3S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxymethoxy-1-methyl-cyclohexyl]-1-methoxymethoxy-ethyl}-4-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-2-enol (214826-21-8) → 1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol (214826-22-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; for 3h;

DOI:10.1055/s-1998-1833

Reference yield:

2-((4aS,5S,6S,8aS)-6-tert-Butoxy-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxin-5-yl)-ethanol (155095-85-5) → 1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol (214826-22-9)

Guidance literature:

Multi-step reaction with 8 steps

1: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

2: 98 percent / p-TsOH*H₂O / ethanol / 0.5 h / Ambient temperature

3: 98 percent / 4-DMAP / CH₂Cl₂ / 2 h / 0 - 20 °C

4: 90 percent / i-Pr₂NEt / CH₂Cl₂ / Ambient temperature

5: LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

6: 93.5 percent / TPAP-NMO, 4 Angstroem molecular sieves / acetonitrile / 0.5 h / Ambient temperature

8: 93 percent / n-Bu₄NF / tetrahydrofuran / 3 h / 50 °C

With dmap; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;

DOI:10.1055/s-1998-1833

Reference yield:

2-[(1S,2S,3S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxymethoxy-1-methyl-cyclohexyl]-ethanol (214549-22-1) → 1-[2-((1S,2S,3S,6S)-6-tert-Butoxy-2-hydroxymethyl-3-methoxymethoxy-1-methyl-cyclohexyl)-1-methoxymethoxy-ethyl]-2,6,6-trimethyl-cyclohex-2-ene-1,4-diol (214826-22-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 93.5 percent / TPAP-NMO, 4 Angstroem molecular sieves / acetonitrile / 0.5 h / Ambient temperature

3: 93 percent / n-Bu₄NF / tetrahydrofuran / 3 h / 50 °C

With tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-1998-1833

upstream raw materials:

1-{2-[(1S,2S,3S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxymethoxy-1-methyl-cyclohexyl]-1-methoxymethoxy-ethyl}-4-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-2-enol

2-((4aS,5S,6S,8aS)-6-tert-Butoxy-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxin-5-yl)-ethanol

2-[(1S,2S,3S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxymethoxy-1-methyl-cyclohexyl]-ethanol

Benzoic acid 2-((1S,2S,3S,6S)-6-tert-butoxy-3-hydroxy-2-hydroxymethyl-1-methyl-cyclohexyl)-ethyl ester