methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

Base Information

Chemical Name:methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside
CAS No.:116113-86-1
Molecular Formula:C₂₁H₂₂O₆S
Molecular Weight:402.468
Hs Code.:

Synonyms:methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

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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 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

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Technology Process of methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

There total 7 articles about methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside 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: 76.0%

: 116113-91-8
methyl 4,6-O-benzylidene-3-deoxy-3-C-p-tolylsulfonyl-α-D-altropyranoside

: 116113-86-1
methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane;
DOI:10.1016/0008-6215(87)80250-1

Reference yield:

: 74511-16-3
methyl 4,6-O-benzylidene-2,3-dideoxy-2-nitro-α-D-erythro-hex-2-enopyranoside

: 116113-86-1
methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / tributylhexadecylphosphonium bromide / acetic acid; benzene; H₂O / 6 h / Ambient temperature

2: 23 mg / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

With triethylamine; cetyltributylphosphonium bromide; In dichloromethane; water; acetic acid; benzene;
DOI:10.1016/0008-6215(87)80250-1

Reference yield:

: 3150-16-1
methyl 4,6-O-benzylidene-2,3-anhydro-α-D-mannopyranoside

: 116113-86-1
methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: various solvent(s) / 3 h / 80 - 90 °C

2: 10 mg / m-chloroperoxybenzoic acid / ethyl acetate / 0.17 h

3: 100 mg / m-chloroperoxybenzoic acid / ethyl acetate / 1.3 h

4: 76 percent / methanesulfonyl chloride, Et₃N / CH₂Cl₂

With methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; ethyl acetate;
DOI:10.1016/0008-6215(87)80250-1