(4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.1^4,8.1^21,25>tetratriaconta-1(32),28,30-triene

Base Information

• Chemical Name: (4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.1^4,8.1^21,25>tetratriaconta-1(32),28,30-triene
• CAS No.: 145260-08-8
• Molecular Formula: C₄₀H₅₂O₁₀
• Molecular Weight: 692.847

Synonyms:(4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.1^4,8.1^21,25>tetratriaconta-1(32),28,30-triene

Chemical Property of (4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.1^4,8.1^21,25>tetratriaconta-1(32),28,30-triene

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Technology Process of (4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.1^4,8.1^21,25>tetratriaconta-1(32),28,30-triene

There total 8 articles about (4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.1^4,8.1^21,25>tetratriaconta-1(32),28,30-triene 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: 43.0%

1,3-bis(1,2-dideoxy-4-O-phenylmethyl-3,5-O-methylene-L-xylo-hexitolyl)-benzene (145260-16-8) + triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → (4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.14,8.121,25>tetratriaconta-1(32),28,30-triene (145260-08-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 48h; Heating;

DOI:10.1016/S0040-4020(01)89454-0

Reference yield:

(1,3-phenylenebis(methylene))bis(triphenylphosphonium) dibromide (10273-74-2) → (4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.14,8.121,25>tetratriaconta-1(32),28,30-triene (145260-08-8)

Guidance literature:

Multi-step reaction with 3 steps

2: 67 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 3 h / Heating

3: 43 percent / NaH / tetrahydrofuran / 48 h / Heating

With lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(01)89454-0

Reference yield:

(1S,5S,6R,8R)-8-Phenyl-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde (143573-23-3) → (4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.14,8.121,25>tetratriaconta-1(32),28,30-triene (145260-08-8)

Guidance literature:

Multi-step reaction with 3 steps

2: 67 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 3 h / Heating

3: 43 percent / NaH / tetrahydrofuran / 48 h / Heating

With lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(01)89454-0

upstream raw materials:

1,3-bis(1,2-dideoxy-4-O-phenylmethyl-3,5-O-methylene-L-xylo-hexitolyl)-benzene

triethylene glycol di-(p-toluenesulfonate)

(1,3-phenylenebis(methylene))bis(triphenylphosphonium) dibromide

(1S,5S,6R,8R)-8-Phenyl-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde

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