((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride

Base Information

• Chemical Name: ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride
• CAS No.: 849799-33-3
• Molecular Formula: C₃₅H₃₇ClO₇S
• Molecular Weight: 637.194

Synonyms:((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride

Chemical Property of ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride

Chemical Property:

Purity/Quality:

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Technology Process of ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride

There total 2 articles about ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride 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: 100.0%

Sodium; ((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonate → ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride (849799-33-3)

Guidance literature:

With thionyl chloride; triphenylphosphine; In dichloromethane; acetonitrile; at 20 ℃; for 2.5h;

DOI:10.1021/ol0502127

Reference yield:

→ ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride (849799-33-3)

Guidance literature:

Reference yield: 92.0%

3′-(S)-4-(S)-3-(R)-[3′-t-butyldimethylsilyloxy-3′-(4-fluorophenyl)propyl]-4-(4-hydroxyphenyl)-1-(4-fluorophenyl)azetidin-2-one (795306-57-9) + ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonyl chloride (849799-33-3) → C65H71F2NO10SSi

Guidance literature:

With pyridine; In dichloromethane; for 13h;

Downstream raw materials:

((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3R)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-4-oxo-azetidin-2-yl]-phenyl ester

((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3S)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-azetidin-2-yl]-phenyl ester

((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-methanesulfonic acid 4-[(2S,3R)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-1-(4-fluoro-phenyl)-4-oxo-azetidin-2-yl]-phenyl ester

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