(S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine

Base Information

• Chemical Name: (S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine
• CAS No.: 123364-05-6
• Molecular Formula: C₁₂H₂₃N*C₁₉H₂₆O₆Se
• Molecular Weight: 610.693
• Mol file: 123364-05-6.mol

Synonyms:(S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine

Chemical Property of (S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine

There total 6 articles about (S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine 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:

sodium phenylselenide (23974-72-3) → (S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine (123364-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / NaBH₄ / methanol / 2 h / Heating

With sodium tetrahydroborate; In methanol;

DOI:10.1016/S0040-4020(01)86075-0

Reference yield:

((2R,4R,5R,6R)-4-Bromomethyl-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-oxo-acetic acid methyl ester (87045-88-3) → (S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine (123364-05-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / NaBH₄ / ethanol / 0.5 h / -78 °C

2: 94 percent / pyridine,, DMAP / CH₂Cl₂ / 12 h / Ambient temperature

3: 74 percent / NaBH₄ / methanol / 2 h / Heating

With pyridine; dmap; sodium tetrahydroborate; In methanol; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)86075-0

Reference yield:

methyl (αS,2R,4R,5R,6R)-4-(bromomethyl)tetrahydro-α-hydroxy-2-methoxy-5,6-dimethyl-2H-pyran-2-acetate (87045-86-1) → (S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine (123364-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / pyridine,, DMAP / CH₂Cl₂ / 12 h / Ambient temperature

2: 74 percent / NaBH₄ / methanol / 2 h / Heating

With pyridine; dmap; sodium tetrahydroborate; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(01)86075-0

upstream raw materials:

acetic anhydride

(S)-Hydroxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

N-cyclohexyl-cyclohexanamine

sodium phenylselenide

Downstream raw materials:

(αS,2R,4R,5R,6R)-α-acetoxytetrahydro-2-methoxy-5,6-dimethyl-4-<(phenylseleno)methyl>-2H-pyran-2-acetic acid