(E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol

Base Information

• Chemical Name: (E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol
• CAS No.: 865777-33-9
• Molecular Formula: C₂₁H₂₅ClO₄S
• Molecular Weight: 408.946
• Mol file: 865777-33-9.mol

Synonyms:(E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol

Chemical Property of (E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol

There total 1 articles about (E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol 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: 79.0%

(E)-5-((4-methoxybenzyl)oxy)-4-methylpent-3-enal + chloromethyl phenyl sulfoxide (7205-94-9) → (E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol (865777-33-9)

Guidance literature:

chloromethyl phenyl sulfoxide; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(E)-5-((4-methoxybenzyl)oxy)-4-methylpent-3-enal; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

DOI:10.1021/ol051679k

Reference yield: 82.0%

(E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol (865777-33-9) → 2-Benzenesulfinyl-3-[(E)-4-(4-methoxy-benzyloxy)-3-methyl-but-2-enyl]-oxirane

Guidance literature:

With potassium tert-butylate; In dichloromethane; tert-butyl alcohol; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/ol051679k

Reference yield:

(E)-1-Benzenesulfinyl-1-chloro-6-(4-methoxy-benzyloxy)-5-methyl-hex-4-en-2-ol (865777-33-9) → (2R,3S)-2-Benzenesulfinyl-3-[(E)-4-(4-methoxy-benzyloxy)-3-methyl-but-2-enyl]-oxirane

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / t-BuOK / CH₂Cl₂; 2-methyl-propan-2-ol / 1.5 h / 0 - 20 °C

2: 21 percent / magnesium monoperoxyphthalate hexahydrate / methanol / 2.5 h / 0 °C

With potassium tert-butylate; magnesium monoperoxyphthalate hexahydrate; In methanol; dichloromethane; tert-butyl alcohol;

DOI:10.1021/ol051679k

upstream raw materials:

chloromethyl phenyl sulfoxide

Downstream raw materials:

(E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one

(4aR,6S,7R,8aS)-6-{2-Benzenesulfonyl-3-[(E)-4-(4-methoxy-benzyloxy)-3-methyl-but-2-enyl]-oxiranylmethyl}-2,2-di-tert-butyl-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

(4aR,6S,7R,8aS)-6-{2-Benzenesulfonyl-3-[(E)-4-(4-methoxy-benzyloxy)-3-methyl-but-2-enyl]-oxiranylmethyl}-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene