{(2R,3R)-3-[(1S,2R,3R)-1,2-Bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-oxiranyl}-methanol

Base Information

• Chemical Name: {(2R,3R)-3-[(1S,2R,3R)-1,2-Bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-oxiranyl}-methanol
• CAS No.: 864712-72-1
• Molecular Formula: C₄₉H₇₀O₆Si₂
• Molecular Weight: 811.262
• Mol file: 864712-72-1.mol

Synonyms:

Chemical Property of {(2R,3R)-3-[(1S,2R,3R)-1,2-Bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-oxiranyl}-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(2R,3R)-3-[(1S,2R,3R)-1,2-Bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-oxiranyl}-methanol

There total 7 articles about {(2R,3R)-3-[(1S,2R,3R)-1,2-Bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-oxiranyl}-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: 95.0%

Methanesulfonic acid (1S,2R,3R,4R)-2,3-bis-benzyloxy-10-(tert-butyl-diphenyl-silanyloxy)-4-methyl-1-((R)-2-oxo-[1,3]dioxolan-4-yl)-4-triethylsilanyloxy-decyl ester (864712-71-0) → {(2R,3R)-3-[(1S,2R,3R)-1,2-Bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-oxiranyl}-methanol (864712-72-1)

Guidance literature:

With methanol; sodium hydroxide;

DOI:10.1016/j.tetlet.2005.06.079

Reference yield:

(2S,3R,4R)-2,3-Bis-benzyloxy-10-(tert-butyl-diphenyl-silanyloxy)-4-methyl-4-triethylsilanyloxy-decan-1-ol → {(2R,3R)-3-[(1S,2R,3R)-1,2-Bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-oxiranyl}-methanol (864712-72-1)

Guidance literature:

Multi-step reaction with 7 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂

2: benzene

3: OsO₄; aq. NMO / acetone

4: LiBH₄ / tetrahydrofuran

5: (Im)2 / benzene

6: DMAP; pyridine

7: 95 percent / NaOH; MeOH

With pyridine; methanol; dmap; sodium hydroxide; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; acetone; benzene; 1: Swern oxidation / 2: Wittig reaction;

DOI:10.1016/j.tetlet.2005.06.079

Reference yield:

(2R,3R,4R)-2,3-bis(benzyloxy)-10-t-butyldiphenylsiloxy-4-triethylsiloxy-4-methyldecanal (864712-67-4) → {(2R,3R)-3-[(1S,2R,3R)-1,2-Bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-oxiranyl}-methanol (864712-72-1)

Guidance literature:

Multi-step reaction with 6 steps

1: benzene

2: OsO₄; aq. NMO / acetone

3: LiBH₄ / tetrahydrofuran

4: (Im)2 / benzene

5: DMAP; pyridine

6: 95 percent / NaOH; MeOH

With pyridine; methanol; dmap; sodium hydroxide; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; In tetrahydrofuran; acetone; benzene; 1: Wittig reaction;

DOI:10.1016/j.tetlet.2005.06.079

upstream raw materials:

Methanesulfonic acid (1S,2R,3R,4R)-2,3-bis-benzyloxy-10-(tert-butyl-diphenyl-silanyloxy)-4-methyl-1-((R)-2-oxo-[1,3]dioxolan-4-yl)-4-triethylsilanyloxy-decyl ester

(2R,3R,4R)-2,3-bis(benzyloxy)-10-t-butyldiphenylsiloxy-4-triethylsiloxy-4-methyldecanal

(E,4S,5R,6R)-methyl 4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-6-methyldodec-2-enoate

(R)-4-[(1S,2S,3R,4R)-2,3-bis(benzyloxy)-10-t-butyldiphenylsiloxy-4-triethylsiloxy-1-hydroxy-4-methyldecyl]-1,3-dioxolan-2-one

Downstream raw materials:

(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-2,6-dimethyldodecane-1,3-diol

(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-12-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,6-dimethyl-6-triethylsilanyloxy-dodecanal

(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol

(E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester