[(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol

Base Information

• Chemical Name: [(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol
• CAS No.: 217486-67-4
• Molecular Formula: C₂₉H₃₆O₈
• Molecular Weight: 512.6
• Mol file: 217486-67-4.mol

Synonyms:[(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol

Chemical Property of [(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol

There total 3 articles about [(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol 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: 97.0%

[(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-ylmethoxy]-tert-butyl-dimethyl-silane (217486-62-9) → [(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol (217486-67-4)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 120 ℃; for 14h;

DOI:10.1021/ja982403t

Reference yield:

(2R,3S)-9-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-ol → [(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol (217486-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / 1,2-dimethoxy-ethane / -78 °C

2: 97 percent / CsF / dimethylformamide / 14 h / 120 °C

With sodium hydride; cesium fluoride; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/ja982403t

Reference yield:

Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester (217486-29-8) → [(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-methanol (217486-67-4)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃, MeOH / 0.42 h

2: NaH / 1,2-dimethoxy-ethane / -78 °C

3: 97 percent / CsF / dimethylformamide / 14 h / 120 °C

With methanol; sodium hydride; potassium carbonate; cesium fluoride; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/ja982403t

upstream raw materials:

[(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-ylmethoxy]-tert-butyl-dimethyl-silane

Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

Downstream raw materials:

(E)-(R)-1-[(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-4-methyl-5-(tetrahydro-pyran-2-yloxy)-pent-3-en-1-ol

(Z)-(R)-1-[(2R,3S)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-4-methyl-5-(tetrahydro-pyran-2-yloxy)-pent-3-en-1-ol

(E)-(R)-1-[(2R,3S)-9-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pent-3-en-1-ol

(Z)-(R)-1-[(2R,3S)-9-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-yl]-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pent-3-en-1-ol