Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

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Chemical Name:Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester
CAS No.:99441-10-8
Molecular Formula:C₃₀H₃₆O₁₀
Molecular Weight:556.61
Hs Code.:

Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

Synonyms:Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

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Chemical Property of Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

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Technology Process of Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

There total 9 articles about Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester 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:

: 3587-60-8
Benzyloxymethyl chloride

: 99441-10-8
Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / (i-Pr)2NEt

2: LiAlH₄ / diethyl ether / 0 °C

3: PCC, NaOAc

4: 45 percent / Ce(AcO)3-BF₃*Et₂O / toluene / -78 °C

5: NaBH₄, CeCl₃

With sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; sodium acetate; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; boron trifluoride diethyl etherate; cerium(III) acetate; In diethyl ether; toluene;
DOI:10.1021/ja00311a089

Reference yield:

: 33985-40-9
(3aR,4S,6R,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro-[3,4-d][1,3]dioxole-4-carbaldehyde

: 99441-10-8
Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / Eu(fod)3

2: 1.) O₃; 2.) H₂O₂, KOH / 1.) -78 deg C, CH₂Cl₂

4: 96 percent / (i-Pr)2NEt

5: LiAlH₄ / diethyl ether / 0 °C

6: PCC, NaOAc

7: 45 percent / Ce(AcO)3-BF₃*Et₂O / toluene / -78 °C

8: NaBH₄, CeCl₃

With potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; dihydrogen peroxide; sodium acetate; ozone; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; boron trifluoride diethyl etherate; cerium(III) acetate; Eu(fod)3; In diethyl ether; toluene;
DOI:10.1021/ja00311a089

Reference yield:

: 121846-18-2
(R)-3-Benzyloxymethoxy-3-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propan-1-ol

: 99441-10-8
Benzoic acid (2R,3R,4R)-2-[(R)-2-benzyloxymethoxy-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: PCC, NaOAc

2: 45 percent / Ce(AcO)3-BF₃*Et₂O / toluene / -78 °C

3: NaBH₄, CeCl₃

With sodium tetrahydroborate; cerium(III) chloride; sodium acetate; pyridinium chlorochromate; boron trifluoride diethyl etherate; cerium(III) acetate; In toluene;
DOI:10.1021/ja00311a089