N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide
CAS No.:1439900-72-7
Molecular Formula:C₂₅H₃₅NO₅S
Molecular Weight:461.623
Hs Code.:

Synonyms:N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide

Chemical Property:

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Technology Process of N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide

There total 11 articles about N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide 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: 34.0%

: 1439900-71-6
(Z)-N-((2S,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-ylidene)-2-methylpropane-2-sulfinamide

: 917-54-4
methyllithium

: 1439900-72-7
N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 0.5h;

Reference yield:

: 1439900-71-6
(Z)-N-((2S,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-ylidene)-2-methylpropane-2-sulfinamide

: 1439900-72-7
N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide

: N-((2S,3S,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide

Guidance literature:: With methyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Overall yield = 34 %; Overall yield = 6 g;

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-Ribose

: 1439900-72-7
N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid / methanol / 24 h / 0 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 °C

2.2: 16 h / 0 - 20 °C

3.1: tin(IV) chloride / dichloromethane / 24 h / 0 °C

4.1: Dess-Martin periodane / dichloromethane / 24 h / 0 - 20 °C

5.1: titanium(IV) tetraethanolate / tetrahydrofuran / 6 h / 20 - 60 °C

6.1: tetrahydrofuran / 0.5 h / -78 °C

With titanium(IV) tetraethanolate; sulfuric acid; tin(IV) chloride; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;