(2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester
• CAS No.: 367264-21-9
• Molecular Formula: C₂₀H₂₄O₄Se
• Molecular Weight: 407.368

Synonyms:(2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester

Chemical Property of (2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester

Chemical Property:

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Technology Process of (2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester

There total 2 articles about (2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester 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:

(S)-2-(benzyloxy)propanal (81445-44-5) + (1-methoxy-2-phenylselanyl-propenyloxy)-trimethyl-silane (414858-85-8) → (2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester (367264-21-9) + (2S,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester

Guidance literature:

With magnesium bromide; In dichloromethane; at -60 ℃; for 4h;

DOI:10.1021/ja010805m

Reference yield:

(S)-2-(benzyloxy)propanal (81445-44-5) + (1-methoxy-2-phenylselanyl-propenyloxy)-trimethyl-silane (414858-85-8) → (2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester (367264-21-9) + (2S,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester + (3S,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -60 ℃; for 4h;

DOI:10.1021/ja010805m

Reference yield:

(2R,3R,4S)-4-benzyloxy-3-hydroxy-2-methyl-2-phenylselanyl-pentanoic acid methyl ester (367264-21-9) → (2R,3S,4S)-4-benzyloxy-3-hydroxy-2-methyl-pentanoic acid methyl ester (95043-91-7)

Guidance literature:

With tri-n-butyl-tin hydride; at 23 ℃;

DOI:10.1021/ja010805m

upstream raw materials:

(S)-2-(benzyloxy)propanal

(1-methoxy-2-phenylselanyl-propenyloxy)-trimethyl-silane

Downstream raw materials:

(2R,3S,4S)-4-benzyloxy-3-hydroxy-2-methyl-pentanoic acid methyl ester

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