(5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one

Base Information

Chemical Name:(5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one
CAS No.:790645-95-3
Molecular Formula:C₂₇H₄₀N₂O₄Si
Molecular Weight:484.711
Hs Code.:

Synonyms:(5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one

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Chemical Property of (5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one

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Technology Process of (5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one

There total 7 articles about (5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one 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: 68.0%

: 746592-74-5
7-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one

: 790645-95-3
(5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 20 ℃; for 72h;
DOI:10.1007/PL00010189

Reference yield:

: 2393-23-9
4-methoxy-benzylamine

: 790645-95-3
(5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / tetrahydrofuran; ethanol / 24 h / 60 °C

2: 86 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 24 h / 20 °C

3: HCl / CH₂Cl₂; ethyl acetate / 2 h

4: imidazole / CH₂Cl₂ / 12 h / 20 °C

5: imidazole / CH₂Cl₂ / 0.5 h / 20 °C

6: 68 percent / 40 percent HF / acetonitrile / 72 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; hydrogen fluoride; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; acetonitrile; 1: Ring cleavage / 2: Reduction / 3: deprotection / 4: silylation / 5: Cyclization / 6: desilylation;
DOI:10.1007/PL00010189

Reference yield:

: 4(R)-((N-t-butoxycarbonyl)amino)-2(R),3(S)-epoxy-5-phenyl-pentanoic acid ethyl ester

: 790645-95-3
(5R,6S,7R)-7-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-(4-methoxy-benzyl)-[1,4]diazepan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / tetrahydrofuran; ethanol / 24 h / 60 °C

2: 86 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 24 h / 20 °C

3: HCl / CH₂Cl₂; ethyl acetate / 2 h

4: imidazole / CH₂Cl₂ / 12 h / 20 °C

5: imidazole / CH₂Cl₂ / 0.5 h / 20 °C

6: 68 percent / 40 percent HF / acetonitrile / 72 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; hydrogen fluoride; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; acetonitrile; 1: Ring cleavage / 2: Reduction / 3: deprotection / 4: silylation / 5: Cyclization / 6: desilylation;
DOI:10.1007/PL00010189