1-O-BENZYL-RAC-GLYCEROL

Base Information

• Chemical Name: 1-O-BENZYL-RAC-GLYCEROL
• CAS No.: 56552-80-8
• Molecular Formula: C10H14O3
• Molecular Weight: 182.219
• Hs Code.: 2909499000
• Mol file: 56552-80-8.mol

Synonyms:(2R)-3-(Benzyloxy)propane-1,2-diol;(2R)-3-Benzyloxypropane-1,2-diol;(R)-1-(Benzyloxy)-2,3-dihydroxypropane;(R)-3-(Benzyloxy)-1,2-propanediol;

Chemical Property of 1-O-BENZYL-RAC-GLYCEROL

Chemical Property:

• Appearance/Colour: colourless crystalline solid
• Vapor Pressure: 1.17E-05mmHg at 25°C
• Melting Point: 25-29 °C(lit.)
• Refractive Index: n20/D 1.533
• Boiling Point: 355.1 °C at 760 mmHg
• PKA: 13.65±0.20(Predicted)
• Flash Point: 168.6 °C
• PSA: 49.69000
• Density: 1.16 g/cm³
• LogP: 0.55640
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(+)-3-Benzyloxy-1,2-propanediol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Employed in the synthesis of a cyclopropyl chiron used in the preparation of 2,3-methanoamino acids. Chiral building block in the synthesis of petrosynes and biologically important phospholipid analogs.

Technology Process of 1-O-BENZYL-RAC-GLYCEROL

There total 154 articles about 1-O-BENZYL-RAC-GLYCEROL 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%

Benzyloxymethyl-oxiran (2930-05-4) + water-tetrahydrofuran → 3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1)

Guidance literature:

With sulfuric acid;

Reference yield: 99.0%

4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane (15028-56-5) → 3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 2h;

DOI:10.1002/chem.202003991

Reference yield: 99.0%

4-phenylmethoxymethyl-1,3-dioxolan-2-one (949-97-3) → methanol (67-56-1) + 3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1)

Guidance literature:

With C₂₃H₂₁MnN₂O₃P⁽¹⁺⁾*Br^(1-); potassium tert-butylate; hydrogen; In 1,4-dioxane; at 140 ℃; for 16h; under 37503.8 Torr; Autoclave;

DOI:10.1002/anie.201805630

upstream raw materials:

oxiranyl-methanol

benzyl alcohol

4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane

benzyl chloride

Downstream raw materials:

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

(S)-1-benzyloxy-2,3-bis-lauroyloxy-propane

1-O-benzyl-2,3-di-O-dodecanoyl-rac-glycerol

1-[(2,3-dibromopropoxy)methyl]benzene

Refernces

• 1、 Liu, Zhi-Qiang,Zhang, Li-Ping,Cheng, Feng,Ruan, Li-Tao,Hu, Zhong-Ce,Zheng, Yu-Guo,Shen, Yin-Chu. "Characterization of a newly synthesized epoxide hydrolase and its application in racemic resolution of (R,S)-epichlorohydrin". . p. 133 - 139. Retrieved 2011.
• 2、 Urner, Leonhard H.,Goltsche, Katharina,Selent, Marleen,Liko, Idlir,Schweder, Marc-Philip,Robinson, Carol V.,Pagel, Kevin,Haag, Rainer. "Dendritic Oligoglycerol Regioisomer Mixtures and Their Utility for Membrane Protein Research". supporting information. p. 2537 - 2542. Retrieved 2020/12/30.
• 3、 Brimble, Margaret A.,Dunbar, P. Rod,Kelch, Inken D.,Li, Freda F.,Lu, Benjamin L.,Williams, Geoffrey M.. "Investigating the Individual Importance of the Pam2Cys Ester Motifs on TLR2 Activity". supporting information. p. 5415 - 5423. Retrieved 2021/10/25.