N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide

Base Information

• Chemical Name: N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide
• CAS No.: 358673-55-9
• Molecular Formula: C₂₈H₃₇NO₅Si
• Molecular Weight: 495.691

Synonyms:N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide

Chemical Property of N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide

Chemical Property:

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Technology Process of N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide

There total 4 articles about N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide 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%

tiolacetic acid (507-09-5) + tert-Butyl-[(3aR,5R,6S,6aR)-5-((R)-1-isothiocyanato-allyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane (358673-53-7) → N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide (358673-55-9)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 60 ℃; for 4h;

DOI:10.1016/S0040-4039(01)00735-3

Reference yield:

(E)-3-[(3aR,5R,6S,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-prop-2-en-1-ol → N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide (358673-55-9)

Guidance literature:

Multi-step reaction with 4 steps

1: acetonitrile

2: benzene / 3 h / 70 °C

3: 82 percent / t-BuOK; 18-crown-6 / tetrahydrofuran / 4 h / 60 °C

With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; acetonitrile; benzene;

DOI:10.1016/S0040-4039(01)00735-3

Reference yield:

tert-Butyl-[(3aR,5R,6S,6aR)-2,2-dimethyl-5-((E)-3-thiocyanato-propenyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane (358673-51-5) → N-{1-[6-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-allyl}-acetamide (358673-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / 3 h / 70 °C

2: 82 percent / t-BuOK; 18-crown-6 / tetrahydrofuran / 4 h / 60 °C

With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(01)00735-3

upstream raw materials:

tiolacetic acid

tert-Butyl-[(3aR,5R,6S,6aR)-5-((R)-1-isothiocyanato-allyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

tert-Butyl-[(3aR,5R,6S,6aR)-2,2-dimethyl-5-((E)-3-thiocyanato-propenyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

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