N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

Base Information

Chemical Name:N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide
CAS No.:183805-75-6
Molecular Formula:C₅₆H₇₇NO₁₁Si
Molecular Weight:968.313
Hs Code.:

N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

Synonyms:N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

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Chemical Property of N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

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Technology Process of N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

There total 3 articles about N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 183805-75-6
N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 107.0 mg / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2: 1) 9-BBN, 2) 30percent H₂O₂, EtOH, phosphate buffer / 1) THF, hexanes, 0 deg C, 0.5 h; room temperature, 1 h, 2) THF, hexanes, room temperature, 2 h

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; phosphate buffer; ethanol; dihydrogen peroxide; In dichloromethane;
DOI:10.1021/jo9621534

Reference yield:

: N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[2-hydroxy-3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-but-3-enyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

: 183805-75-6
N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 107.0 mg / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2: 1) 9-BBN, 2) 30percent H₂O₂, EtOH, phosphate buffer / 1) THF, hexanes, 0 deg C, 0.5 h; room temperature, 1 h, 2) THF, hexanes, room temperature, 2 h

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; phosphate buffer; ethanol; dihydrogen peroxide; In dichloromethane;
DOI:10.1021/jo9621534

Reference yield:

: 183805-71-2
N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-but-3-enyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

: 183805-75-6
N-{(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-[(2R,3S)-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-4-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

Guidance literature:: With 9-borabicyclo[3.3.1]nonane dimer; phosphate buffer; ethanol; dihydrogen peroxide; Yield given. Multistep reaction; 1) THF, hexanes, 0 deg C, 0.5 h; room temperature, 1 h, 2) THF, hexanes, room temperature, 2 h;
DOI:10.1021/jo9621534