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

Base Information

• Chemical Name: 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
• CAS No.: 214826-21-8
• Molecular Formula: C₃₉H₇₈O₈Si₂
• Molecular Weight: 731.215
• Mol file: 214826-21-8.mol

Synonyms: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

Chemical Property of 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

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

There total 7 articles about 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 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:

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-(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)

Guidance literature:

Multi-step reaction with 7 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

With dmap; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; 4 A molecular sieve; 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-(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)

Guidance literature:

Multi-step reaction with 2 steps

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

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In acetonitrile;

DOI:10.1055/s-1998-1833

Reference yield:

Benzoic acid 2-((1S,2S,3S,6S)-6-tert-butoxy-3-hydroxy-2-hydroxymethyl-1-methyl-cyclohexyl)-ethyl ester (214549-16-3) → 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)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / 4-DMAP / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 90 percent / i-Pr₂NEt / CH₂Cl₂ / Ambient temperature

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

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

With dmap; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1055/s-1998-1833

upstream raw materials:

chloromethyl methyl ether

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

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

Downstream raw materials:

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