(S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)glycerol

Base Information

• Chemical Name: (S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)glycerol
• CAS No.: 261959-91-5
• Molecular Formula: C₂₉H₃₆O₃Si
• Molecular Weight: 460.689
• Mol file: 261959-91-5.mol

Synonyms:(S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)glycerol

Chemical Property of (S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)glycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)glycerol

There total 3 articles about (S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)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: 93.0%

1-O-(tert-butyldiphenylsilyl)-3-O-benzyl-sn-glycerol (99298-07-4) + allyl bromide (106-95-6) → (S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)glycerol (261959-91-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1080/00397910008087353

Reference yield:

(R)-3-benzyloxy-1,2-propanediol (56552-80-8) → (S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)glycerol (261959-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / imidazole / dimethylformamide

2.1: NaH / tetrahydrofuran / 45 h

2.2: 93 percent / tetrahydrofuran / 4 h

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Etherification / 2.2: Substitution;

DOI:10.1021/jo000766h

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (S)-2-O-(2-allyl)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)glycerol (261959-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / imidazole / dimethylformamide

2.1: NaH / tetrahydrofuran / 45 h

2.2: 93 percent / tetrahydrofuran / 4 h

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Etherification / 2.2: Substitution;

DOI:10.1021/jo000766h

upstream raw materials:

1-O-(tert-butyldiphenylsilyl)-3-O-benzyl-sn-glycerol

allyl bromide

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

tert-butylchlorodiphenylsilane

Downstream raw materials:

(R)-N-benzyl-3-benzyloxymethylmorpholine

(R)-3-Benzyloxy-2-(2-hydroxy-ethoxy)-propan-1-ol

C₂₆H₃₀O₈S₂

(S)-2-[(tert-butyldiphenylsilyloxy)methyl]-4,10,16-tris(p-toluenesulfonyl)-4,10,16-triaza-1,7,13-trioxacyclooctadecane