1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene

Base Information

• Chemical Name: 1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene
• CAS No.: 960074-25-3
• Molecular Formula: C₃₀H₅₈O₄Si₂
• Molecular Weight: 538.959
• Mol file: 960074-25-3.mol

Synonyms:1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene

Chemical Property of 1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene

There total 3 articles about 1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene 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: 91.0%

(2S,4S,5R,6S)-7-(4-methoxybenzyloxy)-5-(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptan-1-ol (945401-95-6) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene (960074-25-3)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm061385k

Reference yield:

C34H55NO5Si (945401-94-5) → 1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene (960074-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / LDA; BH₃*NH₃ / tetrahydrofuran; hexane / 0 - 20 °C

2: 91 percent / imidazole; DMAP / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; dmap; borane-ammonia complex; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jm061385k

Reference yield:

tert-Butyl-[(1S,2S)-1-((R)-2-iodo-1-methyl-ethyl)-3-(4-methoxy-benzyloxy)-2-methyl-propoxy]-dimethyl-silane (132969-64-3) → 1-(((2S,3R,4S,6S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptyloxy)methyl)-4-methoxybenzene (960074-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA; LiCl / tetrahydrofuran; hexane / -78 - 20 °C

1.2: 6.7 g / tetrahydrofuran; hexane / 0 - 20 °C

2.1: 96 percent / LDA; BH₃*NH₃ / tetrahydrofuran; hexane / 0 - 20 °C

3.1: 91 percent / imidazole; DMAP / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; dmap; borane-ammonia complex; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jm061385k

upstream raw materials:

(2S,4S,5R,6S)-7-(4-methoxybenzyloxy)-5-(tert-butyldimethylsilyloxy)-2,4,6-trimethylheptan-1-ol

tert-butyldimethylsilyl chloride

C₃₄H₅₅NO₅Si

tert-Butyl-[(1S,2S)-1-((R)-2-iodo-1-methyl-ethyl)-3-(4-methoxy-benzyloxy)-2-methyl-propoxy]-dimethyl-silane

Downstream raw materials:

(4R,5S,10S,11R,12S,14S,E)-5,11-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)-1-(trityloxy)pentadec-2-en-8-yn-7-one

(4R,5S,7S,10S,11R,12S,14S,E)-5,11-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)-1-(trityloxy)pentadec-2-en-8-yn-7-ol