(2S_p,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ⁵-[1,2]-oxaphosphinane

Base Information

• Chemical Name: (2S_p,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ⁵-[1,2]-oxaphosphinane
• CAS No.: 1359860-01-7
• Molecular Formula: C₃₃H₃₂F₃O₈PS
• Molecular Weight: 676.647

Synonyms:(2S_p,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ⁵-[1,2]-oxaphosphinane

Chemical Property of (2S_p,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ⁵-[1,2]-oxaphosphinane

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Technology Process of (2S_p,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ⁵-[1,2]-oxaphosphinane

There total 2 articles about (2S_p,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ⁵-[1,2]-oxaphosphinane 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: 44.0%

trifluoromethylsulfonic anhydride (358-23-6) + (Sp,R,S,S,R)-3-hydroxy-4,5-bis-benzyloxy-6-benzyloxymethyl-2-phenyl-2-oxo-2λ5-[1,2]oxaphosphinane (1096144-07-8) → (2Sp,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ5-[1,2]-oxaphosphinane (1359860-01-7)

Guidance literature:

With pyridine; In dichloromethane; at -70 - 0 ℃; for 1h; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.09.027

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + C32H33O6P → (2Sp,3S,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ5-[1,2]-oxaphosphinane (1359860-00-6) + (2Sp,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ5-[1,2]-oxaphosphinane (1359860-01-7)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm201428a

Reference yield: 70.0%

(2Sp,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-O-trifluoromethane sulfonyl-2-phenyl-2-oxo-2λ5-[1,2]-oxaphosphinane (1359860-01-7) → (2Sp,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-iodo-2-phenyl-2-oxo-2λ5-[1,2]oxaphosphinane

Guidance literature:

With potassium iodide; In acetonitrile; at 80 ℃; for 1.5h; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.09.027

upstream raw materials:

trifluoromethylsulfonic anhydride

(Sp,R,S,S,R)-3-hydroxy-4,5-bis-benzyloxy-6-benzyloxymethyl-2-phenyl-2-oxo-2λ5-[1,2]oxaphosphinane

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