Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl ester

Base Information

• Chemical Name: Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl ester
• CAS No.: 106929-98-0
• Molecular Formula: C₁₅H₁₆Cl₂O₃
• Molecular Weight: 315.196

Synonyms:Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl ester

Chemical Property of Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl ester

There total 1 articles about Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl 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:

dichloroacethyl chloride (79-36-7) + (2S,3R,4S)-3,5-Dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-ol (106930-33-0,138512-11-5,138512-12-6,138512-13-7,138512-14-8) → Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl ester (106929-98-0)

Guidance literature:

With pyridine;

DOI:10.1021/ja00241a028

Reference yield:

Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl ester (106929-98-0) → (3R,3aR,5S,6S,7S,7aS)-3,6,7a-Trimethyl-5-phenyl-7-phenylselanyl-hexahydro-furo[3,2-b]pyran (106930-44-3,106974-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: BF₃*Et₂O / acetonitrile / -30 °C

2: 1.) sodium periodate, 2.) NaBH₄ / 1.) EtOH, 2.) EtOH, 0 deg C

With sodium tetrahydroborate; sodium periodate; boron trifluoride diethyl etherate; In acetonitrile;

DOI:10.1021/ja00241a028

Reference yield:

(Z)-crotyltrimethylsilane (17486-13-4) + Dichloro-acetic acid (2S,3S,4S)-3,5-dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-yl ester (106929-98-0) → (2S,3R,6R)-3,5-Dimethyl-6-((R)-1-methyl-allyl)-2-phenyl-3,6-dihydro-2H-pyran (106930-09-0) + (2S,3R,6R)-3,5-Dimethyl-6-((S)-1-methyl-allyl)-2-phenyl-3,6-dihydro-2H-pyran (107079-19-6)

Guidance literature:

boron trifluoride diethyl etherate; In acetonitrile; at -30 ℃;

DOI:10.1021/ja00241a028

upstream raw materials:

dichloroacethyl chloride

(2S,3R,4S)-3,5-Dimethyl-2-phenyl-3,4-dihydro-2H-pyran-4-ol

Downstream raw materials:

(2S,3R,6R)-3,5-Dimethyl-6-((R)-1-methyl-allyl)-2-phenyl-3,6-dihydro-2H-pyran

(2S,3R,6R)-3,5-Dimethyl-6-((S)-1-methyl-allyl)-2-phenyl-3,6-dihydro-2H-pyran

(3R,3aR,5S,6S,7S,7aS)-3,6,7a-Trimethyl-5-phenyl-7-phenylselanyl-hexahydro-furo[3,2-b]pyran

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