(R)-2-((4S,5S)-2,2-diMethyl-5-vinyl-1,3-dioxolan-4-yl)-1-(trityloxy)but-3-en-2-ol

Base Information

Chemical Name:(R)-2-((4S,5S)-2,2-diMethyl-5-vinyl-1,3-dioxolan-4-yl)-1-(trityloxy)but-3-en-2-ol
CAS No.:865838-12-6
Molecular Formula:C30H32O4
Molecular Weight:456.582
Hs Code.:
Mol file:865838-12-6.mol

Synonyms:D-1-methoxy-propan-2-ol;(R)-1-methoxy-propan-2-ol;(1R)-(-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1-(triphenylmethyloxymethyl)-2-propen-1-ol;(2R)-1-methoxy-2-propanol;(20S)-2,5,8,11,14,17-HEXAMETHYL-3,6,9,12,15,18-HEXAOXAHENICOSANE-1,20-DIOL;r-1-methoxy-2-propanol;(2R)-2-((4S,5S)-2,2-Dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-trityloxy-but-3-en-2-ol;

Suppliers and Price of (R)-2-((4S,5S)-2,2-diMethyl-5-vinyl-1,3-dioxolan-4-yl)-1-(trityloxy)but-3-en-2-ol

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
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price

Total 7 raw suppliers

Chemical Property of (R)-2-((4S,5S)-2,2-diMethyl-5-vinyl-1,3-dioxolan-4-yl)-1-(trityloxy)but-3-en-2-ol

Chemical Property:

PSA：47.92000
LogP:5.61830

Purity/Quality:: NLT 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (R)-2-((4S,5S)-2,2-diMethyl-5-vinyl-1,3-dioxolan-4-yl)-1-(trityloxy)but-3-en-2-ol

There total 4 articles about (R)-2-((4S,5S)-2,2-diMethyl-5-vinyl-1,3-dioxolan-4-yl)-1-(trityloxy)but-3-en-2-ol 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: 100.0%

: 1826-67-1
vinyl magnesium bromide

: 681853-96-3
(-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-2-(triphenylmethyloxy)ethan-1-one

: 865838-12-6
(1R)-(-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1-(triphenylmethyloxymethyl)-2-propen-1-ol

Guidance literature:: In tetrahydrofuran; at -78 ℃;
DOI:10.1021/jo0356762

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 865838-12-6
(1R)-(-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1-(triphenylmethyloxymethyl)-2-propen-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / pyridine / 20 h / 20 °C

2.1: potassium tert-butoxide / tetrahydrofuran / 0 - 20 °C

2.2: 82 percent / tetrahydrofuran / 7 h / 0 - 20 °C

3.1: 90 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / 20 °C

4.1: 100 percent / tetrahydrofuran / -78 °C

With pyridine; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2.2: Wittig reaction / 3.1: Swern oxidation / 4.1: Grignard reaction;
DOI:10.1021/jo0356762

Reference yield:

: 54503-64-9,54503-65-0
2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

: 865838-12-6
(1R)-(-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1-(triphenylmethyloxymethyl)-2-propen-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 0 - 20 °C

1.2: 82 percent / tetrahydrofuran / 7 h / 0 - 20 °C

2.1: 90 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / 20 °C

3.1: 100 percent / tetrahydrofuran / -78 °C

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.2: Wittig reaction / 2.1: Swern oxidation / 3.1: Grignard reaction;
DOI:10.1021/jo0356762