Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester

Base Information

Chemical Name:Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester
CAS No.:198215-86-0
Molecular Formula:C₁₉H₂₇NO₉S
Molecular Weight:445.491
Hs Code.:

Synonyms:Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester

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Chemical Property of Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester

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Technology Process of Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester

There total 4 articles about Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl 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: 70.0%

: 198215-85-9
((2S,3aS,5aR,8aR,8bS)-2-Benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-yl)-methanol

: 198215-86-0
Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester

Guidance literature:: With sulphamoyl chloride; triethylamine; In N,N-dimethyl-formamide; for 2.5h; Ambient temperature;
DOI:10.1016/S0008-6215(97)00214-0

Reference yield:

: 4,5-di-O-benzoyl-α,β-D-fructopyranose

: 198215-86-0
Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 6.4 g / conc. H₂SO₄ / 24 h / 35 °C

2: 0.69 g / KOH / ethanol / 2 h / Heating

3: 0.58 g / p-TsOH / 24 h

4: 70 percent / NH₂SO₂Cl, Et₃N / dimethylformamide / 2.5 h / Ambient temperature

With potassium hydroxide; sulfuric acid; sulphamoyl chloride; toluene-4-sulfonic acid; triethylamine; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)00214-0

Reference yield:

: 198215-84-8
(2S,3aS,6R,7R,7aS)-2-Benzyloxymethyl-3a-hydroxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

: 198215-86-0
Sulfamic acid (2S,3aS,5aR,8aR,8bS)-2-benzyloxymethyl-2,7,7-trimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 0.58 g / p-TsOH / 24 h

2: 70 percent / NH₂SO₂Cl, Et₃N / dimethylformamide / 2.5 h / Ambient temperature

With sulphamoyl chloride; toluene-4-sulfonic acid; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)00214-0