(2S)-2-(Benzyloxy)-3-(triphenylmethoxy)propan-1-ol

Base Information

• Chemical Name: (2S)-2-(Benzyloxy)-3-(triphenylmethoxy)propan-1-ol
• CAS No.: 13383-07-8
• Molecular Formula: C29H28O3
• Molecular Weight: 424.54
• DSSTox Substance ID: DTXSID70540443
• Wikidata: Q82416462
• Mol file: 13383-07-8.mol

Synonyms:13383-07-8;(2S)-2-(Benzyloxy)-3-(triphenylmethoxy)propan-1-ol;DTXSID70540443

Chemical Property of (2S)-2-(Benzyloxy)-3-(triphenylmethoxy)propan-1-ol

Chemical Property:

• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 424.20384475
• Heavy Atom Count: 32
• Complexity: 451

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(CO)COC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)CO[C@@H](CO)COC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of (2S)-2-(Benzyloxy)-3-(triphenylmethoxy)propan-1-ol

There total 10 articles about (2S)-2-(Benzyloxy)-3-(triphenylmethoxy)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: 92.0%

(R)-2-O-benzyl-3-O-tritylglycerol aldehyde (322468-17-7) → (S)-2-O-benzyl-3-O-tritylglycerol aldehyde (13383-07-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 4h;

DOI:10.1016/S0009-3084(00)00167-5

Reference yield: 70.0%

→ (S)-2-O-benzyl-3-O-tritylglycerol aldehyde (13383-07-8)

Guidance literature:

With potassium hydroxide; In methanol; for 3h; Heating;

DOI:10.1016/0022-328X(85)87383-6

Reference yield:

2,5-di-O-benzyl-1,6-di-O-trityl-D-mannitol (90126-86-6) → (S)-2-O-benzyl-3-O-tritylglycerol aldehyde (13383-07-8)

Guidance literature:

With pyridine; lead(IV) acetate; sodium tetrahydroborate; Yield given. Multistep reaction; 1) 3.75h, 20 deg C, 2) 3h, 20 deg C;

DOI:10.1016/S0040-4020(01)86866-6

upstream raw materials:

methyl (2R)-2-methoxy-3-(triphenylmethoxy)propanoate

benzyl bromide

2,5-di-O-benzyl-1,6-di-O-trityl-D-mannitol

(R)-2-O-benzyl-3-O-tritylglycerol aldehyde

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-propionic acid (R)-2-benzyloxy-3-trityloxy-propyl ester

(S)-2-benzyloxy-1-hexadecyloxy-3-trityloxy-propane

(R)-2-benzyloxy-3-tert-butyldiphenylsilanyloxy-propan-1-ol

((S)-2-O-benzyl-glyceryl)-2-bromoethyl-methylphosphate