methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside

Base Information

• Chemical Name: methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside
• CAS No.: 494212-09-8
• Molecular Formula: C₃₀H₄₆O₅Si
• Molecular Weight: 514.778
• Mol file: 494212-09-8.mol

Synonyms:methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside

Chemical Property of methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside

There total 3 articles about methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside 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: 99.0%

benzyl bromide (100-39-0) + methyl 2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside (494212-08-7) → methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside (494212-09-8)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jo026163i

Reference yield:

triisopropylsilyl chloride (13154-24-0) → methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside (494212-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / imidazole / dimethylformamide / 16 h / 20 °C

2: 99 percent / NaH; n-Bu₄NI / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo026163i

Reference yield:

methyl 2-deoxy-α-D-galactopyranoside (3971-45-7) → methyl 3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside (494212-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / imidazole / dimethylformamide / 16 h / 20 °C

2: 99 percent / NaH; n-Bu₄NI / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo026163i

upstream raw materials:

benzyl bromide

methyl 2-deoxy-6-O-(triisopropylsilyl)-α-D-lyxo-hexopyranoside

triisopropylsilyl chloride

methyl 2-deoxy-α-D-galactopyranoside

Downstream raw materials:

methyl (5R)-3,4-di-O-benzyl-2-deoxy-5-[3-(phenylthio)but-3-enyl]-α-L-erythro-pentopyranoside

(2R,3R,4R,6S)-3,4-Bis-benzyloxy-6-methoxy-2-((E)-3-phenylsulfanyl-but-2-enyl)-tetrahydro-pyran

methyl 3,4-di-O-benzyl-2,6,7-trideoxy-α-D-lyxo-hept-6-enopyranoside

methyl 3,4-di-O-benzyl-2-deoxy-α-D-lyxo-hexopyranoside