(R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

Base Information

Chemical Name:(R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside
CAS No.:206348-86-9
Molecular Formula:C₄₆H₄₀O₁₂
Molecular Weight:784.816
Hs Code.:

Synonyms:(R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

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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 (R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

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Technology Process of (R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

There total 7 articles about (R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 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: 90.0%

: 183901-63-5
2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

: 206348-97-2
(R)-5-hydroxypent-1-en-3-yl benzoate

: 206348-86-9
(R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In dichloromethane; at -30 ℃; for 1.5h;
DOI:10.1016/S0957-4166(98)00052-4

Reference yield:

: 57445-90-6
pent-4-ene-1,3-diol

: 206348-86-9
(R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

2: pyridine / CH₂Cl₂ / 2 h / 0 °C

3: 87 percent / Candida cylindracea lipase, aq. NaOH, phosphate buffer (pH 7.0) / 116 h

4: 97 percent / pyridine / 3 h / Ambient temperature

5: 93 percent / 40percent aq. HF / acetonitrile / 1.5 h / Ambient temperature

6: 90 percent / TMSOTf, 3A molecular sieves / CH₂Cl₂ / 1.5 h / -30 °C

With pyridine; 1H-imidazole; Candida cylindracea lipase; sodium hydroxide; phosphate buffer; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen fluoride; In dichloromethane; acetonitrile;
DOI:10.1016/S0957-4166(98)00052-4

Reference yield:

: 627466-98-2
2,3,4,6-tetra-O-benzoyl-α,β-D-mannospyranose

: 206348-86-9
(R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

2: 90 percent / TMSOTf, 3A molecular sieves / CH₂Cl₂ / 1.5 h / -30 °C

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1016/S0957-4166(98)00052-4