(2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol

Base Information

• Chemical Name: (2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol
• CAS No.: 430473-68-0
• Molecular Formula: C₂₇H₄₂O₄Si
• Molecular Weight: 458.714
• Mol file: 430473-68-0.mol

Synonyms:(2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol

Chemical Property of (2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol

There total 3 articles about (2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-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: 92.0%

triisopropylsilyl chloride (13154-24-0) + (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-butanediol (113350-84-8) → (2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol (430473-68-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)00022-9

Reference yield:

benzyl bromide (100-39-0) → (2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol (430473-68-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / NaH; nBu₄NI / tetrahydrofuran / 20 °C

2: 86 percent / LAH / tetrahydrofuran / 20 °C

3: 92 percent / NaH; nBu₄NI / tetrahydrofuran

With lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)00022-9

Reference yield:

diisopropyl (2S,3S)-2,3-dibenzyloxysuccinate (171964-40-2) → (2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol (430473-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / LAH / tetrahydrofuran / 20 °C

2: 92 percent / NaH; nBu₄NI / tetrahydrofuran

With lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)00022-9

upstream raw materials:

triisopropylsilyl chloride

(2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-butanediol

benzyl bromide

diisopropyl (2S,3S)-2,3-dibenzyloxysuccinate

Downstream raw materials:

(E)-(2R,3R,4R,5R)-4,5-Bis-benzyloxy-3-hydroxy-2-methoxy-8-methyl-non-6-enoic acid ((S)-2-oxo-azepan-3-yl)-amide

(E)-(2R,3R,4R,5R)-4,5-Bis-benzyloxy-3-hydroxy-2-methoxy-8-methyl-non-6-enethioic acid S-phenyl ester

((E)-(2R,3R)-2,3-Bis-benzyloxy-6-methyl-hept-4-enyloxy)-triisopropyl-silane

(E)-(2R,3R)-2,3-Bis-benzyloxy-6-methyl-hept-4-en-1-ol