acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

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Chemical Name:acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester
CAS No.:312732-24-4
Molecular Formula:C₂₇H₃₉NO₈Si
Molecular Weight:533.694
Hs Code.:

Synonyms:acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

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Chemical Property of acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

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Technology Process of acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

There total 8 articles about acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 312731-74-1
acetic acid 2(S)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-hydroxy-propyl ester

: 312732-24-4
acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/ja0013879

Reference yield:

: 6635-20-7
isonitrovanillin

: 312732-24-4
acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 8 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: 96 percent / TsOH / methanol / 3 h / Heating

6: 49 percent / DIBAL-H / toluene / 0.83 h / 0 - 20 °C

7: Pseudomonas species lipase; 4A sieve / 18 h / 35 °C

8: 82 percent / imidazole / dimethylformamide / 18 h / 20 °C

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

Reference yield:

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

: 312732-24-4
acetic acid 2(R)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / NaH / dimethylformamide

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

3: 80 percent / dimethylformamide / 1 h

4: 96 percent / TsOH / methanol / 3 h / Heating

5: 49 percent / DIBAL-H / toluene / 0.83 h / 0 - 20 °C

6: Pseudomonas species lipase; 4A sieve / 18 h / 35 °C

7: 82 percent / imidazole / dimethylformamide / 18 h / 20 °C

With pyridine; 1H-imidazole; 4 A molecular sieve; Pseudomonas species lipase; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0013879