(5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

Base Information

Chemical Name:(5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
CAS No.:1616619-37-4
Molecular Formula:C₆₄H₆₃F₂NO₁₂
Molecular Weight:1076.2
Hs Code.:

(5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

Synonyms:(5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

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Chemical Property of (5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

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Technology Process of (5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

There total 11 articles about (5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-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:

: 1616619-35-2
1-ethoxy-2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethanol

: 1616619-36-3
(5R,5aR,8aS,9S)-9-amino-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

: 1616619-37-4
(5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

Guidance literature:: 1-ethoxy-2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethanol; (5R,5aR,8aS,9S)-9-amino-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one; With toluene-4-sulfonic acid; In water; toluene; for 18h; Dean-Stark; Inert atmosphere; Reflux;

With sodium cyanoborohydride; acetic acid; at 0 - 20 ℃; for 3h; Inert atmosphere; Dean-Stark;

Reference yield:

: 100-39-0
benzyl bromide

: 1616619-37-4
(5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / acetonitrile / Reflux

2.1: triphenylphosphine / tetrahydrofuran; water / Reflux

3.1: toluene-4-sulfonic acid / toluene; water / 18 h / Dean-Stark; Inert atmosphere; Reflux

3.2: 3 h / 0 - 20 °C / Inert atmosphere; Dean-Stark

With potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; water; toluene; acetonitrile;

Reference yield:

: ethyl 2,2-difluoro-2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)acetate

: 1616619-37-4
(5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene; water / 18 h / Dean-Stark; Inert atmosphere; Reflux

2.2: 3 h / 0 - 20 °C / Inert atmosphere; Dean-Stark

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In water; toluene;