2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propan-1-ol

Base Information

Chemical Name:2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propan-1-ol
CAS No.:312732-16-4
Molecular Formula:C₃₃H₄₅NO₆Si
Molecular Weight:579.809
Hs Code.:

Synonyms:2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propan-1-ol

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Chemical Property of 2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propan-1-ol

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Technology Process of 2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propan-1-ol

There total 9 articles about 2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-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:

: 312732-15-3
acetic acid 2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propyl ester

: 312732-16-4
2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propan-1-ol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 4h;
DOI:10.1021/ja0013879

Reference yield:

: 6635-20-7
isonitrovanillin

: 312732-16-4
2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propan-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / HBr; AcOH / H₂O / 8 h / Heating

2: 85 percent / NaH / dimethylformamide

3: 95 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4: 80 percent / dimethylformamide / 1 h

5: 94 percent / NaBH₄ / tetrahydrofuran / 0.08 h / 0 °C

6: 86 percent / NaH / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

7: 38 percent / DIBAL-H / toluene / 0.25 h / 0 °C

8: Pseudomonas spieces lipase; 4A sieve / 22 h / 35 °C

9: imidazole / dimethylformamide / 10 h / 20 °C

10: K₂CO₃ / methanol / 4 h / 20 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; 4 A molecular sieve; Pseudomonas spieces lipase; hydrogen bromide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0013879

Reference yield:

: 116313-85-0
3,4-dihydroxy-5-nitrobenzaldehyde

: 312732-16-4
2(R)-(2-benzyloxy-4-benzyloxymethyl-6-nitro-phenyl)-3-triisopropylsilanyloxy-propan-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / NaH / dimethylformamide

2: 95 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

3: 80 percent / dimethylformamide / 1 h

4: 94 percent / NaBH₄ / tetrahydrofuran / 0.08 h / 0 °C

5: 86 percent / NaH / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

6: 38 percent / DIBAL-H / toluene / 0.25 h / 0 °C

7: Pseudomonas spieces lipase; 4A sieve / 22 h / 35 °C

8: imidazole / dimethylformamide / 10 h / 20 °C

9: K₂CO₃ / methanol / 4 h / 20 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; 4 A molecular sieve; Pseudomonas spieces lipase; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0013879