Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-phenylsulfanyl-propoxy)-silane

Base Information

• Chemical Name: Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-phenylsulfanyl-propoxy)-silane
• CAS No.: 374900-91-1
• Molecular Formula: C₃₃H₅₀O₄SSi
• Molecular Weight: 570.909
• Mol file: 374900-91-1.mol

Synonyms:

Chemical Property of Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-phenylsulfanyl-propoxy)-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-phenylsulfanyl-propoxy)-silane

There total 2 articles about Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-phenylsulfanyl-propoxy)-silane 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: 97.0%

diphenyldisulfane (882-33-7) + (R)-2-{(R)-5-[2-(4-Methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-triisopropylsilanyloxy-propan-1-ol (374900-89-7) → Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-phenylsulfanyl-propoxy)-silane (374900-91-1)

Guidance literature:

With tributylphosphine;

DOI:10.1246/cl.2001.898

Reference yield:

(R)-(5'Z)-triisopropyl{2-[5'-[2''-(4'''-methoxybenzyloxy)ethylidene]tetrahydropyran-2'-yl]allyloxy}silane (337971-14-9) → Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-phenylsulfanyl-propoxy)-silane (374900-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran

1.2: 66 percent / 30 percent H₂O₂; NaOH / tetrahydrofuran

2.1: 97 percent / n-Bu₃P

With 9-borabicyclo[3.3.1]nonane dimer; tributylphosphine; In tetrahydrofuran;

DOI:10.1246/cl.2001.898

Reference yield:

Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-phenylsulfanyl-propoxy)-silane (374900-91-1) → ((R)-3-Benzenesulfinyl-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-propoxy)-triisopropyl-silane

Guidance literature:

With Oxone; In water;

DOI:10.1246/cl.2001.898

upstream raw materials:

diphenyldisulfane

(R)-2-{(R)-5-[2-(4-Methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-3-triisopropylsilanyloxy-propan-1-ol

(R)-(5'Z)-triisopropyl{2-[5'-[2''-(4'''-methoxybenzyloxy)ethylidene]tetrahydropyran-2'-yl]allyloxy}silane

Downstream raw materials:

(S)-2-{(R)-5-[2-(4-Methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-6-methyl-hept-5-enal

Triisopropyl-((R)-2-{(R)-5-[2-(4-methoxy-benzyloxy)-eth-(Z)-ylidene]-tetrahydro-pyran-2-yl}-6-methyl-hept-5-enyloxy)-silane