(2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran

Base Information

• Chemical Name: (2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran
• CAS No.: 124718-61-2
• Molecular Formula: C₃₄H₃₆O₅S
• Molecular Weight: 556.723
• Mol file: 124718-61-2.mol

Synonyms:(2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran

Chemical Property of (2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran

There total 3 articles about (2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran 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: 81.0%

C20H24O5S (1262390-58-8) + benzyl bromide (100-39-0) → (2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran (124718-61-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201000941

Reference yield:

methanol (67-56-1) + (2R,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyran (55628-54-1,80040-79-5,71049-35-9) + phenylbis(thiophenyl)sulfonium hexachloroantimonate → (2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran (124718-61-2) + (2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran (124718-60-1)

Guidance literature:

With antimony(III) chloride; In dichloromethane; at -60 ℃; for 0.166667h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00033a033

Reference yield:

methanol (67-56-1) + (2R,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyran (55628-54-1,80040-79-5,71049-35-9) → (2R,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran (124718-61-2) + (2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-phenylsulfanyl-tetrahydro-pyran (124718-60-1)

Guidance literature:

In dichloromethane; at -60 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/jo00288a003

upstream raw materials:

methanol

(2R,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyran

C₂₀H₂₄O₅S

benzyl bromide