allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl ester
CAS No.:312732-19-7
Molecular Formula:C₄₀H₄₇NO₇
Molecular Weight:653.816
Hs Code.:

allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid <i>tert</i>-butyl ester

Synonyms:allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl ester

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Chemical Property of allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl ester

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Technology Process of allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl ester

There total 13 articles about allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl 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:

: 312731-87-6
allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-(4-methoxy-benzyloxymethyl)-2-triisopropylsilanyloxy-ethyl]-phenyl}-carbamic acid tert-butyl ester

: 312732-19-7
allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ja0013879

Reference yield:

: 6635-20-7
isonitrovanillin

: 312732-19-7
allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 13 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: 64 percent / NaH / dimethylformamide / 20 °C

9: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

10: 99 percent / H₂ / Raney-Ni / methanol; tetrahydrofuran / 8.5 h

11: 93 percent / tetrahydrofuran / 18 h / Heating

12: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

13: tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; sodium hydride; diisobutylaluminium hydride; acetic acid; nickel; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0013879

Reference yield:

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

: 312732-19-7
allyl-{3-benzyloxy-5-benzyloxymethyl-2-[1-hydroxymethyl-2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 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: 64 percent / NaH / dimethylformamide / 20 °C

8: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

9: 99 percent / H₂ / Raney-Ni / methanol; tetrahydrofuran / 8.5 h

10: 93 percent / tetrahydrofuran / 18 h / Heating

11: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

12: tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; diisobutylaluminium hydride; nickel; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0013879