[(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

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-ylmethoxy]-tert-butyl-dimethyl-silane
• CAS No.: 217486-62-9
• Molecular Formula: C₃₅H₅₀O₈Si
• Molecular Weight: 626.863
• Mol file: 217486-62-9.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-ylmethoxy]-tert-butyl-dimethyl-silane

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-ylmethoxy]-tert-butyl-dimethyl-silane

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-ylmethoxy]-tert-butyl-dimethyl-silane

There total 2 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-ylmethoxy]-tert-butyl-dimethyl-silane 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-Methoxyethoxymethyl chloride (3970-21-6) + (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-ylmethoxy]-tert-butyl-dimethyl-silane (217486-62-9)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; at -78 ℃; Yield given;

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-ylmethoxy]-tert-butyl-dimethyl-silane (217486-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃, MeOH / 0.42 h

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

With methanol; sodium hydride; potassium carbonate; In 1,2-dimethoxyethane;

DOI:10.1021/ja982403t

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

upstream raw materials:

2-Methoxyethoxymethyl chloride

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:

[(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

furaquinocin D

furaquinocin A

furaquinocin B