1-(TERT-BUTYLDIMETHYLSILYLOXY)-1-

Base Information

• Chemical Name: 1-(TERT-BUTYLDIMETHYLSILYLOXY)-1-
• CAS No.: 77086-38-5
• Molecular Formula: C9H20O2Si
• Molecular Weight: 188.342
• Hs Code.: 2931900090
• European Community (EC) Number: 628-796-0
• DSSTox Substance ID: DTXSID40404306
• Nikkaji Number: J424.552K
• Wikidata: Q82208423
• Mol file: 77086-38-5.mol

Synonyms:TBS-methoxyethene;

Chemical Property of 1-(TERT-BUTYLDIMETHYLSILYLOXY)-1-

Chemical Property:

• Vapor Pressure: 2.01mmHg at 25°C
• Refractive Index: n20/D 1.429(lit.)
• Boiling Point: 62oC9 mm Hg(lit.)
• Flash Point: 125 °F
• PSA: 18.46000
• Density: 0.863 g/mL at 25oC(lit.)
• LogP: 3.12580
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 188.123256411
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl((1-Methoxyvinyl)oxy)dimethylsilane ^*data from reagent suppliers

Safty Information:

• Statements: 10

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC(=C)OC

Technology Process of 1-(TERT-BUTYLDIMETHYLSILYLOXY)-1-

There total 3 articles about 1-(TERT-BUTYLDIMETHYLSILYLOXY)-1- 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: 86.0%

acetic acid methyl ester (79-20-9) + tert-butyldimethylsilyl chloride (18162-48-6) → ketene t-butyldimethylsilyl methyl acetal (77086-38-5)

Guidance literature:

acetic acid methyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 0 ℃; for 0.333333h;

tert-butyldimethylsilyl chloride; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;

DOI:10.1021/ja028353g

Reference yield: 58.0%

n-butyllithium (109-72-8,29786-93-4) + tert-butyldimethylsilyl chloride (18162-48-6) + diisopropylamine (108-18-9) → ketene t-butyldimethylsilyl methyl acetal (77086-38-5)

Guidance literature:

n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.333333h;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; for 0.5h;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h;

DOI:10.1002/chem.201803142

Reference yield:

(2S)-2-(phenylsulfinylmethyl)butanamide (125606-54-4,137528-23-5,137528-24-6,141195-47-3) → ketene t-butyldimethylsilyl methyl acetal (77086-38-5) + (3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-phenylsulfanyl-azetidin-2-one (79759-95-8,125606-62-4,125606-68-0,137623-35-9,137623-36-0,138513-11-8)

Guidance literature:

With zinc(II) iodide; In acetonitrile; at 70 ℃; for 8h; Yield given. Yields of byproduct given;

DOI:10.1248/cpb.40.12

upstream raw materials:

(2S)-2-(phenylsulfinylmethyl)butanamide

acetic acid methyl ester

tert-butyldimethylsilyl chloride

n-butyllithium

Downstream raw materials:

methyl 3-(t-butyldimethylsilyloxy)-5-phenylpentanoate

3-phenyl-5-(tert-butyldimethylsiloxy)-5-methoxyisoxazoline

methyl 2-<3-(t-butyldimethylsiloxy)-2-cyclohexenyl>acetate

tert-butyl(cyclohex-2-en-1-yloxy)dimethylsilane