Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester

Base Information

• Chemical Name: Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester
• CAS No.: 855855-51-5
• Molecular Formula: C₃₈H₅₀O₆Si
• Molecular Weight: 630.897

Synonyms:Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester

Chemical Property of Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester

There total 14 articles about Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl 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: 85.0%

Benzoic acid (S)-1-(R)-1-oxiranylmethyl-3-phenyl-propyl ester (855855-52-6) + tert-butyl-{1-[2-(4-methoxy-benzyloxy)-ethyl]-prop-2-ynyloxy}-dimethyl-silane (855855-53-7) → Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester (855855-51-5)

Guidance literature:

tert-butyl-{1-[2-(4-methoxy-benzyloxy)-ethyl]-prop-2-ynyloxy}-dimethyl-silane; With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;

Benzoic acid (S)-1-(R)-1-oxiranylmethyl-3-phenyl-propyl ester; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.04.031

Reference yield:

(3aR,5S,6aR)-2,2-Dimethyl-5-((E)-styryl)-tetrahydro-furo[2,3-d][1,3]dioxole (855855-55-9) → Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester (855855-51-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 98 percent / H₂ / Raney-Ni / ethanol / 3102.89 Torr

2.1: 72 percent / aq. AcOH / Heating

3.1: 92 percent / LiAlH₄ / tetrahydrofuran / 20 °C

4.1: 85 percent / CSA

5.1: 91 percent / DEAD; TPP / tetrahydrofuran

6.1: 74 percent / PTSA / methanol

7.1: 89 percent / Bu₂SnO; triethylamine / CH₂Cl₂ / 20 °C

8.1: 94 percent / NaH / tetrahydrofuran / 0 °C

9.1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

9.2: 85 percent / tetrahydrofuran

With lithium aluminium tetrahydride; n-butyllithium; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; thiamine diphosphate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; triethylamine; diethylazodicarboxylate; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane; 5.1: Mitsunobu reaction;

DOI:10.1016/j.tetlet.2005.04.031

Reference yield:

3-deoxy-1,2-O-isopropylidene-D-glucose (4005-46-3,4494-96-6,22248-87-9,142941-40-0) → Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester (855855-51-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 96 percent / NaIO₄ on silica gel / CH₂Cl₂

2.1: 67 percent / n-BuLi / tetrahydrofuran / 0 - 20 °C

3.1: 98 percent / H₂ / Raney-Ni / ethanol / 3102.89 Torr

4.1: 72 percent / aq. AcOH / Heating

5.1: 92 percent / LiAlH₄ / tetrahydrofuran / 20 °C

6.1: 85 percent / CSA

7.1: 91 percent / DEAD; TPP / tetrahydrofuran

8.1: 74 percent / PTSA / methanol

9.1: 89 percent / Bu₂SnO; triethylamine / CH₂Cl₂ / 20 °C

10.1: 94 percent / NaH / tetrahydrofuran / 0 °C

11.1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

11.2: 85 percent / tetrahydrofuran

With sodium periodate; lithium aluminium tetrahydride; n-butyllithium; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; thiamine diphosphate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; triethylamine; diethylazodicarboxylate; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane; 2.1: Wittig olefination / 7.1: Mitsunobu reaction;

DOI:10.1016/j.tetlet.2005.04.031

upstream raw materials:

Benzoic acid (S)-1-(R)-1-oxiranylmethyl-3-phenyl-propyl ester

tert-butyl-{1-[2-(4-methoxy-benzyloxy)-ethyl]-prop-2-ynyloxy}-dimethyl-silane

(3aR,5S,6aR)-2,2-Dimethyl-5-((E)-styryl)-tetrahydro-furo[2,3-d][1,3]dioxole

(2R,4R)-6-Phenyl-hexane-1,2,4-triol

Downstream raw materials:

(E)-(3S,5S,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-phenyl-undec-7-ene-3,5-diol

(E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-hex-4-en-1-ol

(2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

tert-Butyl-{(E)-(R)-4-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-1-[2-(4-methoxy-benzyloxy)-ethyl]-but-2-enyloxy}-dimethyl-silane

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 855855-51-5 Benzoic acid (1S,3S,7R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9-(4-methoxy-benzyloxy)-1-phenethyl-non-5-ynyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send