(3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

Base Information

Chemical Name:(3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester
CAS No.:197219-77-5
Molecular Formula:C₃₂H₃₆O₅S
Molecular Weight:532.701
Hs Code.:

Synonyms:(3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

Suppliers and Price of (3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

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 (3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

There total 7 articles about (3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl 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: 95.0%

: 189328-22-1
(3S,4S,5R)-4,5-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

: 197219-77-5
(3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

Guidance literature:: With hydrogen fluoride; tetrabutyl ammonium fluoride;
DOI:10.1016/S0040-4039(97)00380-8

Reference yield:

: 171622-74-5
(2R,3R)-2,3-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)butan-1-ol

: 197219-77-5
(3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) DMSO (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) warm to room temperature

2: 80 percent / n-BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C

3: 1.) DMSO (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) warm to room temperature

4: 94 percent / LHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min

5: 95 percent / TBAF, HF / tetrahydrofuran / Ambient temperature

With n-butyllithium; oxalyl dichloride; hydrogen fluoride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1021/jo9711089

Reference yield:

: 197219-76-4
(4R,5R)-4,5-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-hex-1-yn-3-ol

: 197219-77-5
(3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-phenylethynyl-hexanethioic acid S-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) DMSO (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) warm to room temperature

2: 94 percent / LHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min

3: 95 percent / TBAF, HF / tetrahydrofuran / Ambient temperature

With oxalyl dichloride; hydrogen fluoride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jo9711089