(S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) ester

Base Information

• Chemical Name: (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) ester
• CAS No.: 121353-06-8
• Molecular Formula: C₃₀H₄₆O₄SSi
• Molecular Weight: 530.844
• Mol file: 121353-06-8.mol

Synonyms:(S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) ester

Chemical Property of (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) ester

There total 5 articles about (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) 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: 91.0%

Dimethoxymethane (109-87-5) + (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-pentanethioic acid S-(1,1-diethyl-propyl) ester (121353-05-7) → (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) ester (121353-06-8)

Guidance literature:

With phosphorus pentoxide; In chloroform; at 0 ℃; for 1.5h;

DOI:10.1021/jo00273a009

Reference yield:

3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) → (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) ester (121353-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diisopropylethylamine, (R,R)-2,5-trans-dimethylborolanyl trifluoromethanesulfonate / 1.) pentane, a) -78 deg C, 30 min, b) 0 deg C, 1 h, 2.) -78 deg C, 1 h

2: 91 percent / P₂O₅ / CHCl₃ / 1.5 h / 0 °C

With (R,R)-2,5-trans-dimethylborolanyl trifluoromethanesulfonate; phosphorus pentoxide; N-ethyl-N,N-diisopropylamine; In chloroform;

DOI:10.1021/jo00273a009

Reference yield:

(S)-<3-(3-ethylpentyl)>ethanethioate (105401-05-6) → (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanethioic acid S-(1,1-diethyl-propyl) ester (121353-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diisopropylethylamine, (R,R)-2,5-trans-dimethylborolanyl trifluoromethanesulfonate / 1.) pentane, a) -78 deg C, 30 min, b) 0 deg C, 1 h, 2.) -78 deg C, 1 h

2: 91 percent / P₂O₅ / CHCl₃ / 1.5 h / 0 °C

With (R,R)-2,5-trans-dimethylborolanyl trifluoromethanesulfonate; phosphorus pentoxide; N-ethyl-N,N-diisopropylamine; In chloroform;

DOI:10.1021/jo00273a009

upstream raw materials:

Dimethoxymethane

(S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-pentanethioic acid S-(1,1-diethyl-propyl) ester

3-(tert-butyldiphenylsilyloxy)-1-propanal

(S)-<3-(3-ethylpentyl)>ethanethioate

Downstream raw materials:

(S)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexan-2-one

(3R,5S,7S)-1-Benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-2,2-dimethyl-nonane-3,5-diol

(3S,5S,7S)-1-Benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-2,2-dimethyl-nonane-3,5-diol

(S)-7-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-2-{(4S,6R)-6-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-5-hydroxy-2-methyl-dec-9-en-3-one