(4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:(4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane
CAS No.:617673-30-0
Molecular Formula:C₃₉H₅₂O₆S₂
Molecular Weight:680.97
Hs Code.:

Synonyms:(4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

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Chemical Property of (4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

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Technology Process of (4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

There total 5 articles about (4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane 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:

: 100-39-0
benzyl bromide

: (S)-1-{2-[(1S,2S)-2-((4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-propyl]-[1,3]dithian-2-yl}-3-(4-methoxy-benzyloxy)-propan-2-ol

: 617673-30-0
(4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1055/s-2003-37533

Reference yield:

: (2R,3S,4S,5S)-5-[1,3]Dithian-2-yl-4-methyl-hexane-1,2,3-triol

: 617673-30-0
(4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N; DMAP / CH₂Cl₂ / 4 h / 20 °C

2.1: 15.7 g / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 120 h / 20 °C

3.1: 96 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; pentane / -78 - -45 °C

4.1: TBAF / tetrahydrofuran / 0.17 h / 0 °C

5.1: NaH / dimethylformamide / 1 h / 20 °C

5.2: 1.67 g / TBAI / dimethylformamide / 4 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1016/S0040-4020(03)00873-1

Reference yield:

: 552890-62-7
(2R,3S,4S,5S)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[1,3]dithian-2-yl-4-methyl-hexane-2,3-diol

: 617673-30-0
(4S,5R)-4-((1S,2S)-2-{2-[(S)-2-Benzyloxy-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithian-2-yl}-1-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 15.7 g / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 120 h / 20 °C

2.1: 96 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; pentane / -78 - -45 °C

3.1: TBAF / tetrahydrofuran / 0.17 h / 0 °C

4.1: NaH / dimethylformamide / 1 h / 20 °C

4.2: 1.67 g / TBAI / dimethylformamide / 4 h / 20 °C

With tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1016/S0040-4020(03)00873-1