[1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester

Base Information

• Chemical Name: [1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester
• CAS No.: 253882-46-1
• Molecular Formula: C₂₂H₃₇NO₅SSi
• Molecular Weight: 455.691
• Mol file: 253882-46-1.mol

Synonyms:[1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester

Chemical Property of [1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester

There total 8 articles about [1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester 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:

di(p-tolyl) disulfide (103-19-5) → [1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester (253882-46-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / Bu₃P / CH₂Cl₂ / 3 h

2: 91 percent / OsO₄; N-methylmorpholine N-oxide / tetrahydrofuran; H₂O; acetone / 8 h

3: CF₃COOH; Me₂S / CH₂Cl₂ / 3 h

4: pyridine / 0.5 h / 0 °C

5: NaBH₄; CaCl₂ / tetrahydrofuran; ethanol

6: imdazole / tetrahydrofuran / 3 h

With pyridine; 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; dimethylsulfide; tributylphosphine; 4-methylmorpholine N-oxide; trifluoroacetic acid; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; 1: Substitution / 2: Oxidation / 3: Hydrolysis / 4: Acylation / 5: Reduction / 6: Etherification;

DOI:10.1016/S0040-4039(99)01815-8

Reference yield:

(R)-2-Amino-5-(toluene-4-sulfonyl)-pentanoic acid methyl ester (253882-43-8) → [1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester (253882-46-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 0.5 h / 0 °C

2: NaBH₄; CaCl₂ / tetrahydrofuran; ethanol

3: imdazole / tetrahydrofuran / 3 h

With pyridine; 1H-imidazole; sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; ethanol; 1: Acylation / 2: Reduction / 3: Etherification;

DOI:10.1016/S0040-4039(99)01815-8

Reference yield:

(R)-2-Allyloxycarbonylamino-5-(toluene-4-sulfonyl)-pentanoic acid methyl ester (253882-44-9) → [1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester (253882-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄; CaCl₂ / tetrahydrofuran; ethanol

2: imdazole / tetrahydrofuran / 3 h

With 1H-imidazole; sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; ethanol; 1: Reduction / 2: Etherification;

DOI:10.1016/S0040-4039(99)01815-8

upstream raw materials:

tert-butyldimethylsilyl chloride

[(R)-1-Hydroxymethyl-4-(toluene-4-sulfonyl)-butyl]-carbamic acid allyl ester

di(p-tolyl) disulfide

(R)-2-Amino-5-(toluene-4-sulfonyl)-pentanoic acid methyl ester

Downstream raw materials:

(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

(1R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(3-hydroxy-propyl)-9-(toluene-4-sulfonyl)-1,2,3,6,7,8-hexahydro-quinolizin-4-one

3-[(1R,5R,7R,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-10-(toluene-4-sulfonyl)-6-aza-spiro[4.5]dec-1-yl]-propionic acid methyl ester

(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(3-iodo-propyl)-9-(toluene-4-sulfonyl)-1,2,3,6,7,8-hexahydro-quinolizin-4-one