2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol

Base Information

• Chemical Name: 2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol
• CAS No.: 438625-91-3
• Molecular Formula: C₃₃H₆₀O₆Si₂
• Molecular Weight: 609.007
• Mol file: 438625-91-3.mol

Synonyms:2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol

Chemical Property of 2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol

There total 1 articles about 2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol 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: 92.0%

(2R,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-2-vinyl-1,7-dioxa-spiro[5.5]undecane → 2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol (438625-91-3)

Guidance literature:

(2R,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-2-vinyl-1,7-dioxa-spiro[5.5]undecane; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; ultrasonic irradiation;

With sodium hydroxide; dihydrogen peroxide; Further stages.;

DOI:10.1021/ja0262683

Reference yield: 88.0%

2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol (438625-91-3) → [(2R,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-acetaldehyde (438625-72-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;

DOI:10.1021/ja0262683

Reference yield:

2-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-ethanol (438625-91-3) → (2S,3S)-4-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-2-methyl-butane-1,3-diol (438625-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

2.1: TiCl₄; (-)-sparteine / CH₂Cl₂

2.2: 74 percent / LiBH₄ / methanol

With oxalyl dichloride; titanium tetrachloride; dimethyl sulfoxide; triethylamine; (-)-sparteine; In dichloromethane; 1.1: Swern oxidation;

DOI:10.1021/ja0262683

Downstream raw materials:

[(2R,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-acetaldehyde

(2S,3S)-4-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-2-methyl-butane-1,3-diol

(2S,3S)-1-[(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-3-methyl-4-triethylsilanyloxy-butan-2-ol

(2S,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-2-((R)-3-methyl-2-methylene-4-triethylsilanyloxy-butyl)-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undecane