methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate

Base Information

Chemical Name:methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate
CAS No.:58399-75-0
Molecular Formula:C₃₀H₃₂O₆
Molecular Weight:488.58
Hs Code.:

Synonyms:methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate

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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 methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate

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Technology Process of methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate

There total 8 articles about methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate 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: 80.4%

: 134454-62-9
(E)-methyl 2-((3aR,5S,6aR)-2,2-dimethyl-5-((trityloxy)methyl)furo[2,3-d][1,3]dioxol-6-(3aH,5H,6aH)-ylidene)acetate

: 58399-75-0
methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 25 ℃; for 16h; under 1034.32 Torr;

Reference yield: 66.0%

: 20590-54-9
1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose

: 5927-18-4
trimethyl phosphonoacetate

: 58399-75-0
methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate

Guidance literature:: trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1.25h;

1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose; In tetrahydrofuran; at 0 - 25 ℃; for 16h;

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 25 ℃; for 16h; under 1034.32 Torr;

Reference yield:

: 20031-21-4
1,2-O-isopropylidene-α-D-xylose

: 58399-75-0
methyl 2-((3aR,5S,6R,6aR)-2,2-dimethyl-5-((trityloxy)methyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 16 h / 60 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 6 h / 90 °C

3.1: sodium hydride / tetrahydrofuran / 1.25 h / 0 °C

3.2: 16 h / 0 - 25 °C

3.3: 16 h / 25 °C / 1034.32 Torr

With pyridine; sodium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; acetonitrile;