tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane
• CAS No.: 128716-86-9
• Molecular Formula: C₄₁H₅₆O₄S₂Si
• Molecular Weight: 705.111
• Mol file: 128716-86-9.mol

Synonyms:tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane

Chemical Property of tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane

There total 19 articles about tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-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: 81.0%

methyllithium (917-54-4) + Trifluoro-methanesulfonic acid (2S,3S)-1-[1-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-meth-(Z)-ylidene]-3-[1,3]dithian-2-yl-2-(4-methoxy-benzyloxy)-butyl ester (128716-87-0) → tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane (128716-86-9)

Guidance literature:

With copper(l) iodide; In diethyl ether; at 0 ℃;

DOI:10.1016/S0040-4039(00)73331-4

Reference yield: 73.0%

Trifluoro-methanesulfonic acid (2S,3S)-1-[1-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-meth-(Z)-ylidene]-3-[1,3]dithian-2-yl-2-(4-methoxy-benzyloxy)-butyl ester (128716-87-0) → tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane (128716-86-9)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(01)93398-2

Reference yield:

(R)-cyclohex-3-enecarboxylic acid (5709-98-8) → tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane (128716-86-9)

Guidance literature:

Multi-step reaction with 13 steps

1: 93 percent / I₂/KI, NaHCO₃ / H₂O / 0 °C

2: 96 percent / DBU / tetrahydrofuran / Heating

3: 93 percent / LiAlH₄ / diethyl ether / 0 °C

4: 70 percent / n-Bu₃P / dimethylformamide / Ambient temperature

5: 94 percent / BF₃*Et₂O / diethyl ether / 0 °C

6: 87 percent / oxone / tetrahydrofuran; methanol; H₂O / 0 °C

7: 71 percent / BH₃*THF, NaOH, t-BuO₂H / -78 deg C to room temp.

8: 70 percent / imidazole / dimethylformamide / Ambient temperature

9: 89 percent / n-BuLi / tetrahydrofuran / -78 °C

10: 84 percent / TFAA, DMSO / CH₂Cl₂ / -78 °C

11: 90 percent / Al(Hg) / tetrahydrofuran; H₂O / Heating

12: 70 percent / LDA, DMPU / 1,2-dimethoxy-ethane / -78 deg C to room temp.

13: 73 percent / tetrahydrofuran / 0 °C

With 1H-imidazole; tert.-butylhydroperoxide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Oxone; sodium hydroxide; aluminum amalgam; lithium aluminium tetrahydride; n-butyllithium; borane-THF; tributylphosphine; boron trifluoride diethyl etherate; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)93398-2

upstream raw materials:

methyllithium

Trifluoro-methanesulfonic acid (2S,3S)-1-[1-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-meth-(Z)-ylidene]-3-[1,3]dithian-2-yl-2-(4-methoxy-benzyloxy)-butyl ester

(R)-cyclohex-3-enecarboxylic acid

p-Anisaldehyde dimethyl acetal

Downstream raw materials:

C₆₈H₁₃₈O₁₀Si₄

{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]Dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-triisopropyl-silane