(2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Base Information

Chemical Name:(2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid
CAS No.:264132-28-7
Molecular Formula:C₂₂H₂₄O₅
Molecular Weight:368.43
Hs Code.:

Synonyms:(2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Suppliers and Price of (2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid

There total 4 articles about (2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid 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:

: 264132-27-6
(5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-((E)-styryl)-[1,4]dioxan-2-one

: 264132-28-7
(2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Guidance literature:: (5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-((E)-styryl)-[1,4]dioxan-2-one; With chloro-trimethyl-silane; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With hydrogenchloride; In water; pH=2; Further stages.;
DOI:10.1021/jo991681n

Reference yield:

: 15799-66-3,17421-59-9,57682-80-1
trans-β-triphenylstannylstyrene

: 264132-28-7
(2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 59 percent / CuI; n-Bu₃P; PhLi / tetrahydrofuran; diethyl ether / -78 °C

2.1: trifluoroacetic acid / benzene / 0.5 h / Heating

3.1: LiHMDS; Me₃SiCl; Et₃N / hexane; tetrahydrofuran / 2 h / -78 °C

3.2: 70 mg / HCl / H₂O / pH 2

With copper(l) iodide; chloro-trimethyl-silane; tributylphosphine; phenyllithium; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; hexane; benzene; 1.1: Addition / 2.1: Cyclization / 3.1: Rearrangement / 3.2: Hydrolysis;
DOI:10.1021/jo991681n

Reference yield:

: ((1S,2S)-2-Benzyloxymethoxy-1-formyl-propoxy)-acetic acid tert-butyl ester

: 264132-28-7
(2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-phenyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 59 percent / CuI; n-Bu₃P; PhLi / tetrahydrofuran; diethyl ether / -78 °C

2.1: trifluoroacetic acid / benzene / 0.5 h / Heating

3.1: LiHMDS; Me₃SiCl; Et₃N / hexane; tetrahydrofuran / 2 h / -78 °C

3.2: 70 mg / HCl / H₂O / pH 2

With copper(l) iodide; chloro-trimethyl-silane; tributylphosphine; phenyllithium; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; hexane; benzene; 1.1: Addition / 2.1: Cyclization / 3.1: Rearrangement / 3.2: Hydrolysis;
DOI:10.1021/jo991681n