(R)-2,3-bis(benzyloxy)propan-1-ol

Base Information

• Chemical Name: (R)-2,3-bis(benzyloxy)propan-1-ol
• CAS No.: 58530-76-0
• Molecular Formula: C17H20O3
• Molecular Weight: 272.344
• Hs Code.: 2905599890
• DSSTox Substance ID: DTXSID80526556
• Nikkaji Number: J71.962E
• Wikidata: Q82395105
• Mol file: 58530-76-0.mol

Synonyms:(R)-2,3-bis(benzyloxy)propan-1-ol;58530-76-0;(2R)-2,3-bis(phenylmethoxy)propan-1-ol;2,3-di-benzyl-sn-glycerol;SCHEMBL8904530;DTXSID80526556;(2R)-2,3-Bis(benzyloxy)propan-1-ol

Chemical Property of (R)-2,3-bis(benzyloxy)propan-1-ol

Chemical Property:

• PSA: 38.69000
• LogP: 2.78090
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 272.14124450
• Heavy Atom Count: 20
• Complexity: 232

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

(R)-2,3-Bis(benzyloxy)propan-1-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC(CO)OCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@@H](CO)OCC2=CC=CC=C2

Technology Process of (R)-2,3-bis(benzyloxy)propan-1-ol

There total 23 articles about (R)-2,3-bis(benzyloxy)propan-1-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: 86.0%

(4R,5S,2'R)-1,5-dimethyl-4-phenyl-3-(2',3'-dibenzyloxy-3'-phenylpropanoyl)imidazoldin-2-one (123394-76-3) → (R)-2,3-dibenzyloxy-1-propanol (58530-76-0)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/0040-4020(89)80148-6

Reference yield: 57.0%

2(R),3-dibenzyloxypropyl 1',3',4',5'-tetra-O-benzyl-β-D-fructopyranoside (890085-32-2) → (R)-2,3-dibenzyloxy-1-propanol (58530-76-0) + 1,3,4,5-tetra-O-benzyl-α,β-D-fructopyranose

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 50 ℃; for 192h;

DOI:10.1016/j.carres.2006.02.005

Reference yield: 22.4%

(4S,2R/S)-4-benzyloxymethyl-2-phenyl-1,3-dioxolane (51164-00-2,88958-94-5,88958-95-6,99945-46-7,99945-47-8) → dibenzyl glycerol (6972-79-8) + (R)-2,3-dibenzyloxy-1-propanol (58530-76-0)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 48h; Heating;

DOI:10.1021/jo00261a004

upstream raw materials:

1,2-di-O-benzyl-3-O-triphenylmethyl-sn-glycerol

(4S,2R/S)-4-benzyloxymethyl-2-phenyl-1,3-dioxolane

(R)-3-benzyloxy-1,2-propanediol

benzyl chloride

Downstream raw materials:

(R)-1-tridecyloxy-2,3-dibenzyloxypropane

2,3-di-O-benzyl-D-glycer-1-yl 4,5:7,8-di-O-cyclohexylidene-3-deoxy-N-methyl-α-D-manno-2-octulopyranosidonamide

2,3-di-O-benzyl-1-O-trifluoromethanesulfonyl-D-glycerol