tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-silane
• CAS No.: 218898-37-4
• Molecular Formula: C₄₅H₅₈O₆Si
• Molecular Weight: 723.037
• Mol file: 218898-37-4.mol

Synonyms:

Chemical Property of tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-silane

There total 16 articles about tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-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:

(S)-dimethyl 2-hydroxypentanedioate (55094-97-8) → tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-silane (218898-37-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 97 percent / BH₃*Me₂S / tetrahydrofuran / 0 °C

2: 78 percent / PPTS / CH₂Cl₂

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

5: 78 percent / Et₃N / CH₂Cl₂

6: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

7: 96 percent / Et₃N / CH₂Cl₂

8: 60 percent / DIBAL-H / CH₂Cl₂ / -78 °C

9: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethylsulfide borane complex; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1998-1934

Reference yield:

methyl (4S)‐4,5‐dihydroxypentanoate (196080-40-7) → tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-silane (218898-37-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 78 percent / PPTS / CH₂Cl₂

2: 91 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

4: 78 percent / Et₃N / CH₂Cl₂

5: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

6: 96 percent / Et₃N / CH₂Cl₂

7: 60 percent / DIBAL-H / CH₂Cl₂ / -78 °C

8: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

With lithium aluminium tetrahydride; oxalyl dichloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1998-1934

Reference yield:

(2S)-1,2-di-O-p-methoxybenzylidene-1,2,5-pentanetriol (218898-24-9) → tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-silane (218898-37-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

2: 78 percent / Et₃N / CH₂Cl₂

3: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

4: 96 percent / Et₃N / CH₂Cl₂

5: 60 percent / DIBAL-H / CH₂Cl₂ / -78 °C

6: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

With lithium aluminium tetrahydride; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1998-1934

upstream raw materials:

(S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-pent-4-enal

(S)-dimethyl 2-hydroxypentanedioate

methyl (4S)‐4,5‐dihydroxypentanoate

(2S)-1,2-di-O-p-methoxybenzylidene-1,2,5-pentanetriol