(R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane

Base Information

• Chemical Name: (R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane
• CAS No.: 114935-24-9
• Molecular Formula: C₃₄H₄₀O₄Si
• Molecular Weight: 540.775
• Mol file: 114935-24-9.mol

Synonyms:(R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane

Chemical Property of (R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane

There total 6 articles about (R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane 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: 82.0%

(S)-2-benzyloxy-3-(4-methoxy-benzyloxy)-propan-1-ol (114935-25-0) + tert-butylchlorodiphenylsilane (58479-61-1) → (R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane (114935-24-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 40 ℃; for 17h;

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

Reference yield:

benzyl bromide (100-39-0) → (R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane (114935-24-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / NaH / dimethylformamide / 1) 45 min, 0 deg C, 2) 1.75 h, 20 deg C

2: 78 percent / NaBH₃CN, 3 Angstroem molecular sieves, TFA / dimethylformamide / 6 h / 80 °C

3: 1) NaIO₄, 2) NaBH₄ / 1) methanol, THF, H₂O, 6h, 20 deg C, 2) 1.5h, 20 deg C

4: 82 percent / NEt₃, 4-dimethylaminopyridine / CH₂Cl₂ / 17 h / 40 °C

With dmap; sodium tetrahydroborate; sodium periodate; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

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

Reference yield:

1,3(R):4,6(R)-Bis-O-(4-methoxy-benzylidene)-D-mannitol (114935-17-0) → (R)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-(4-methoxy-benzyloxy)-propane (114935-24-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / NaH / dimethylformamide / 1) 45 min, 0 deg C, 2) 1.75 h, 20 deg C

2: 78 percent / NaBH₃CN, 3 Angstroem molecular sieves, TFA / dimethylformamide / 6 h / 80 °C

3: 1) NaIO₄, 2) NaBH₄ / 1) methanol, THF, H₂O, 6h, 20 deg C, 2) 1.5h, 20 deg C

4: 82 percent / NEt₃, 4-dimethylaminopyridine / CH₂Cl₂ / 17 h / 40 °C

With dmap; sodium tetrahydroborate; sodium periodate; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

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

upstream raw materials:

(S)-2-benzyloxy-3-(4-methoxy-benzyloxy)-propan-1-ol

tert-butylchlorodiphenylsilane

benzyl bromide

1,3(R):4,6(R)-Bis-O-(4-methoxy-benzylidene)-D-mannitol

Downstream raw materials:

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