(2R,3R)-2,3-Bis-benzyloxy-succinic acid monomethyl ester

Base Information

Chemical Name:(2R,3R)-2,3-Bis-benzyloxy-succinic acid monomethyl ester
CAS No.:896448-10-5
Molecular Formula:C₁₉H₂₀O₆
Molecular Weight:344.364
Hs Code.:

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Chemical Property of (2R,3R)-2,3-Bis-benzyloxy-succinic acid monomethyl ester

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Technology Process of (2R,3R)-2,3-Bis-benzyloxy-succinic acid monomethyl ester

There total 1 articles about (2R,3R)-2,3-Bis-benzyloxy-succinic acid monomethyl 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: 100.0%

: 67-56-1
methanol

: 97506-01-9
(3R,4R)-3,4-bis(benzyloxy)-3,4-dihydro-2,5-furandione

: 896448-10-5
(2R,3R)-2,3-Bis-benzyloxy-succinic acid monomethyl ester

Guidance literature:: for 15h;
DOI:10.1002/hlca.200690066

Reference yield:

: 896448-10-5
(2R,3R)-2,3-Bis-benzyloxy-succinic acid monomethyl ester

: 853799-39-0
6-diphenylmethyl 5-amino-2,3-di-O-benzyl-5-deoxy-D-glucarate-1,5-lactam

Guidance literature:: Multi-step reaction with 10 steps

1.1: (i-Pr)2NEt / tetrahydrofuran / 2 h / -15 - 0 °C

2.1: NaBH₄ / methanol / 3 h / 0 °C

3.1: 35 percent / trichloroisocyanuric acid; TEMPO / tetrahydrofuran / -70 - -10 °C

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

4.2: 80 percent / tetrahydrofuran / 1 h

5.1: 75 percent / (DHQ)2PHAL; K₃[Fe(CN)6]; K₂CO₃ / MeSO₂NH₂; OsO₄ / H₂O; 2-methyl-propan-2-ol / 6 h / 0 - 5 °C

6.1: 93 percent / CH₂Cl₂ / 0.08 h / -78 °C

7.1: 98 percent / tetramethylguanidinium azide / CH₂Cl₂ / 3 h / -90 - 10 °C

8.1: 65 percent / H₂ / Pd/CaCO₃ / ethanol / 4 h / 750.06 Torr

9.1: LiOH*H₂O / methanol; H₂O / 1 h / 0 °C

10.1: 113 mg / acetone / 4 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium hydroxide; sodium tetrahydroborate; Hydroquinone 1,4-phthalazinediyl diether; trichloroisocyanuric acid; hydrogen; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; potassium hexacyanoferrate(III); Lindlar's catalyst; osmium(VIII) oxide; methanesulfonamide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; tert-butyl alcohol; 4.1: Wittig-Horner olefination / 4.2: Wittig-Horner olefination;
DOI:10.1002/hlca.200690066

Reference yield:

: 896448-10-5
(2R,3R)-2,3-Bis-benzyloxy-succinic acid monomethyl ester

: 853799-56-1
6-diphenylmethyl 5-amino-2,3-di-O-benzyl-5-deoxy-D-galactarate-1,5-lactam

Guidance literature:: Multi-step reaction with 9 steps

1.1: (i-Pr)2NEt / tetrahydrofuran / 2 h / -15 - 0 °C

2.1: NaBH₄ / methanol / 3 h / 0 °C

3.1: 35 percent / trichloroisocyanuric acid; TEMPO / tetrahydrofuran / -70 - -10 °C

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

4.2: 80 percent / tetrahydrofuran / 1 h

5.1: 87 percent / N-methylmorpholine N-oxide monohydrate; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 36 h

6.1: 94 percent / CH₂Cl₂ / -78 °C

7.1: 98 percent / tetramethylguanidinium azide / CH₂Cl₂ / -90 - 10 °C

8.1: 63 percent / H₂ / Pd/CaCO₃ / ethanol / 750.06 Torr

9.1: 12 percent / acetone

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium tetrahydroborate; osmium(VIII) oxide; trichloroisocyanuric acid; hydrogen; sodium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; tert-butyl alcohol; 4.1: Wittig-Horner olefination / 4.2: Wittig-Horner olefination;
DOI:10.1002/hlca.200690066