(2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde

Base Information

• Chemical Name: (2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde
• CAS No.: 937166-57-9
• Molecular Formula: C₂₄H₃₄O₆Si
• Molecular Weight: 446.616
• Mol file: 937166-57-9.mol

Synonyms:(2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde

Chemical Property of (2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde

There total 5 articles about (2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde 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%

(2S,3S)-4-(tert-butyl(diphenyl)silyloxy)-2,3-bis(methoxymethoxy)butan-1-ol (937166-60-4) → (2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde (937166-57-9)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide;

DOI:10.1016/j.tetlet.2007.02.100

Reference yield:

(2R,3R)-2,3-bis(methoxymethoxy)butane-1,4-diol (166734-76-5) → (2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde (937166-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran

1.2: 100 percent / tetrahydrofuran

2.1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja050728l

Reference yield:

diethyl (2S,3S)-2,3-di-O-methoxymethyl-tartrate (159593-22-3) → (2R,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-2,3-bis-methoxymethoxy-butyraldehyde (937166-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / LAH / diethyl ether

2.1: n-BuLi / tetrahydrofuran

2.2: 100 percent / tetrahydrofuran

3.1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja050728l

upstream raw materials:

(2S,3S)-4-(tert-butyl(diphenyl)silyloxy)-2,3-bis(methoxymethoxy)butan-1-ol

(-)-(2S,3S)-2,3-bis(methoxymethoxy)butane-1,4-diol

(+)-(2R,3R)-diethyl 2,3-bismethoxymethoxybutanedioate

(2R,3R)-2,3-bis(methoxymethoxy)butane-1,4-diol

Downstream raw materials:

(4S,5S,6R)-5,6-dihydroxy-3,3-dimethyl-7-[(1,1-dimethylethyl)diphenylsilyl]oxy-4-methoxy-1-heptene

(2R,3S,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-3-methoxymethoxy-5,5-dimethyl-hept-6-en-2-ol

(((2R,3R,4S,6R)-6-allyl-tetrahydro-4-methoxy-3-(methoxymethoxy)-5,5-dimethyl-2H-pyran-2-yl)methoxy)(tert-butyl)diphenylsilane

tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane