(4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester
CAS No.:207557-99-1
Molecular Formula:C₂₀H₂₆O₇
Molecular Weight:378.422
Hs Code.:

Synonyms:(4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

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Chemical Property of (4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

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Technology Process of (4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

There total 5 articles about (4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic 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: 70.0%

: 149070-69-9
methyl (R)-(ethenyloxy)(phenyl)acetate

: 207557-90-2
4-tert-butoxymethylenepyruvic acid methyl ester

: (4R,6R)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

: 207557-99-1
(4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Guidance literature:: With Eu(fod)3; In toluene; Petroleum ether; for 60h; Yield given; Heating;
DOI:10.1055/s-1998-4489

Reference yield:

: 926-02-3
tert-butyl vinyl ether

: 207557-99-1
(4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl ether / 12 h / -30 °C

2: Et₃N / diethyl ether / 0 °C

3: 70 percent / Eu(fod)3 / petroleum ether; toluene / 60 h / Heating

With triethylamine; Eu(fod)3; In diethyl ether; toluene; Petroleum ether;
DOI:10.1055/s-1998-4489

Reference yield:

: 20698-91-3
(R)-methyl mandelate

: 207557-99-1
(4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / TFA / 120 h

2: 85 percent / Et₃N, TMSOTf / CH₂Cl₂ / 0 - 20 °C

3: 70 percent / Eu(fod)3 / petroleum ether; toluene / 60 h / Heating

With trimethylsilyl trifluoromethanesulfonate; triethylamine; trifluoroacetic acid; Eu(fod)3; In dichloromethane; toluene; Petroleum ether;
DOI:10.1055/s-1998-4489