(4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

Base Information

• Chemical Name: (4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol
• CAS No.: 503443-85-4
• Molecular Formula: C₄₅H₇₀O₅Si
• Molecular Weight: 719.133
• Mol file: 503443-85-4.mol

Synonyms:(4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

Chemical Property of (4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

There total 15 articles about (4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-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:

(2E)-6-(benzyloxy)hex-2-en-1-ol (83458-91-7) → (4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol (503443-85-4)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 90 percent / D-(-)-DIPT; Ti(O-i-Pr)4; TBHP / -20 °C

2.1: CuI / tetrahydrofuran / 1.5 h / -50 °C

2.2: 1 h / -78 °C

3.1: 80 percent / Bu₃P / pyridine

4.1: 75 percent / mCPBA / CH₂Cl₂

5.1: 97 percent / Pd/C / methanol

6.1: 92 percent / NEt₃; DMAP / CH₂Cl₂

7.1: 85 percent / Bu₄NI; NaH / tetrahydrofuran / 1 h / 20 °C

8.1: 88 percent / BuLi / tetrahydrofuran / -78 °C

9.1: pyridine; CH₂Cl₂

10.1: lithium naphtanilide / tetrahydrofuran / -78 °C

11.1: LiAlH₄ / diethyl ether

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; palladium on activated charcoal; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; tributylphosphine; tetra-(n-butyl)ammonium iodide; sodium hydride; D-(-)-diisopropyl tartrate; lithium dihydronaphthylide radical; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; 1.1: Sharpless asymmetric epoxidation / 9.1: Dess-Martin periodinane oxidation;

DOI:10.1016/S0040-4039(02)02608-4

Reference yield:

((2R,3R)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol (83458-92-8) → (4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol (503443-85-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: CuI / tetrahydrofuran / 1.5 h / -50 °C

1.2: 1 h / -78 °C

2.1: 80 percent / Bu₃P / pyridine

3.1: 75 percent / mCPBA / CH₂Cl₂

4.1: 97 percent / Pd/C / methanol

5.1: 92 percent / NEt₃; DMAP / CH₂Cl₂

6.1: 85 percent / Bu₄NI; NaH / tetrahydrofuran / 1 h / 20 °C

7.1: 88 percent / BuLi / tetrahydrofuran / -78 °C

8.1: pyridine; CH₂Cl₂

9.1: lithium naphtanilide / tetrahydrofuran / -78 °C

10.1: LiAlH₄ / diethyl ether

With dmap; palladium on activated charcoal; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; tributylphosphine; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium dihydronaphthylide radical; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; 8.1: Dess-Martin periodinane oxidation;

DOI:10.1016/S0040-4039(02)02608-4

Reference yield:

(2S,6R)-9,9-Dimethoxy-2,6-dimethyl-nonanal (503443-74-1) → (4R,5R,7S,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol (503443-85-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / BuLi / tetrahydrofuran / -78 °C

2: pyridine; CH₂Cl₂

3: lithium naphtanilide / tetrahydrofuran / -78 °C

4: LiAlH₄ / diethyl ether

With lithium aluminium tetrahydride; n-butyllithium; lithium dihydronaphthylide radical; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; 2: Dess-Martin periodinane oxidation;

DOI:10.1016/S0040-4039(02)02608-4

upstream raw materials:

(4R,5R,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-one

(2E)-6-(benzyloxy)hex-2-en-1-ol

((2R,3R)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

(2S,6R)-9,9-Dimethoxy-2,6-dimethyl-nonanal